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  • 1
    Electronic Resource
    Electronic Resource
    Norpinene (Bicyclo[3.1.1]hept-2-ene) aus Homobenzvalenen (Tricyclo[4.1.0.02,7]hept-3-enen) (1986)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 119 (1986), S. 3027-3044 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Norpinenes (Bicyclo[3.1.1]hept-2-enes) from Homobenzvalenes (Tricyclo[4.1.0.02,7]hept-3-enes)4,5-Dibromo-(1b) and 4,5-dichlorohomobenzvalene (1c) were converted into the tetrahalonorpinenes 2b, c by elemental bromine. In the case of unsubstituted homobenzvalene (1a) the analogous reaction could be achieved in 1% yield only by pyridinium perbromide. Treatment of 1a, b as well as of chlorohomobenzvalenyl nitrobenzoate 1d with iodine furnished the diiodonorpinenes 3a-c. However, 7,7-dibromotetracyclo[4.1.0.02,4.03,5]heptane (4) and bromine gave the tetrabromo-trans-tricyclo[4.1.0.02,4]heptane derivative 5. - On irradiation in the presence of thiophenol, the homobenzvalenes 1a, c, e, f were transformed into the 6-(phenylthio)norpinenes 6a-d. The hydroxyhomobenzvalenes 1g, h afforded the 6-(phenylthio)norpinenes 6e, g as major products, the configuration at C-4 of which is inverted as compared to that of 6b-d. By using [D2]-1a it was shown that with respect to stereochemistry the addition of thiophenol does not proceed uniformly. Without irradiation, 1a was consumed by thiophenol rather slowly at 20°C with formation of the norcarene derivatives 9 and 10 in addition to 6a. - By treatment with LiAlH4 the dichloro compound 6b gave the monochloro derivative 6h. Both 6b and 6h, however the latter one with a better yield, were converted into unsubstituted norpinene (11a) by means of sodium in liquid ammonia, thus providing a new and preparatively useful synthesis for 11a. Analogously, 6c, d furnished 4-phenylnorpinene (11b). The reaction of norpinenes 3a and 11a with N-bromosuccinimide produced the allylbromides 3d and 11c, respectively. - The 13C NMR spectra of the 4-substituted norpinenes revealed a diagnostically important γ-anti-substituent effect.
    Notes: 4,5-Dibrom-(1b) und -Dichlorhomobenzvalen (1c) wurden durch elementares Brom in die Tetrahalogennorpinene 2b, c umgewandelt. Die analoge Reaktion konnte bei unsubstituiertem Homobenzvalen (1a) mit 1% Ausbeute nur durch Pyridiniumperbromid erzielt werden. Aus 1a, b sowie dem Chlorhomobenzvalenyl-nitrobenzoat 1d und Iod gingen die Diiodnorpinene 3a-c hervor. Dagegen erbrachte 7,7-Dibromtetracyclo[4.1.0.02,4.03,5]heptan (4) mit Brom das Tetrabrom-trans-tricyclo[4.1.0.02,4]heptan-Derivat 5. - Beim Belichten in Gegenwart von Thiophenol ergaben die Homobenzvalene 1a, c, e, f die 6-(Phenylthio)norpinene 6a-d. Die Hydroxyhomobenzvalene 1g, h lieferten überwiegend die 6-(Phenylthio)-norpinene 6e, g, deren Konfiguration an C-4 im Vergleich zu derjenigen von 6b-d invertiert ist. Der Einsatz von [D2]-1a zeigte, daß die Addition von Thiophenol stereochemisch nicht einheitlich verläuft. Bei der Einwirkung von Thiophenol auf 1a bei 20°C ohne Belichtung bildeten sich in langsamer Reaktion neben 6a auch die Norcaren-Derivate 9 und 10. - Die Umsetzung der Dichlorverbindung 6b mit LiAlH4 führte zur Monochlorverbindung 6h. 6b und mit besserer Ausbeute 6h gingen mit Natrium in flüssigem Ammoniak in unsubstituiertes Norpinen (11a) über, für das somit eine ergiebige neue Synthese zur Verfügung steht. Auf diese Weise wurden auch 6c, d in 4-Phenylnorpinen (11b) umgewandelt. Die Reaktionen der Norpinene 3a und 11a mit N-Bromsuccinimid ergaben die Allylbromide 3d und 11c. - Die 13C-NMR-Spektren der 4-substituierten Norpinene brachten einen diagnostisch wichtigen γ-anti-Substituenteneffekt an den Tag.
    Additional Material: 3 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19861191011
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  • 2
    Electronic Resource
    Electronic Resource
    Tricyclo[5.1.0.02,8]oct-3-en, -oct-4-en und -octan: Darstellung und Thermolyse der Hydroderivate des Octavalens (1986)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 119 (1986), S. 3045-3058 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Tricyclo[5.1.0.02,8]-oct-3-ene, -oct-4-ene, and -octane: Preparation and Thermolysis of the Hydro Derivatives of OctavaleneOn treatment of 2,3,7,8-tetrabromobicyclo[4.1.1]oct-3-ene (7) with LiAlH4 an allylic rearrangement occurred with formation of tribromide 8, which was converted into 4-bromotricyclo[5.1.0.02,8]oct-3-ene (9) by n-butyllithium. Sodium/tert-butyl alcohol and 9 reacted to give tricyclo[5.1.0.02,8]oct-3-ene (4). Hydrogenation of 4 was achieved with diimine and afforded tricyclo[5.1.0.02,8]octane (6) along with some bicyclo[5.1.0]oct-2-ene (10). Sodium iodide transformed 7 into the unrearranged iodide 12. Reduction of 7 with sodium in liquid ammonia led to bicyclo[4.2.0]octa-3,7-diene (11) in low yield. An allylic rearrangement took place when 7 was treated with AgNO3 to give nitrate 13. In another allylic rearrangement tribromide 14 was formed from 13 and LiAlH4. The reaction of 14 with n-butyllithium afforded 4-bromotricyclo[5.1.0.02,8]oct-4-ene (15), and from 15 tricyclo[5.1.0.02,8]oct-4-ene (5) was obtained by means of sodium/tert-butyl alcohol. By treatment of 4-bromooctavalene (16) with tert-butyllithium and subsequent hydrolysis, a new route to octavalene (1) was elaborated with virtually no formation of cyclooctatetraene as side product. - At 100°C 4 rearranged (t1/2 ≍ 40 min) almost quantitatively to dihydrosemibullvalene (17). The decomposition of 5 at 200°C (t1/2 ≍ 25 h) gave a complex mixture, in which only 11 has been identified. The saturated hydrocarbon 6 was converted virtually quantitatively into a 5.5:1 mixture of 3-methylenecycloheptene (18) and 1,3-cyclooctadiene (19) at 160°C (t1/2 ≍ 8 h). Possible mechanisms of these rearrangements are discussed.
    Notes: 2,3,7,8-Tetrabrombicyclo[4.1.1]oct-3-en (7) ging mit LiAlH4 unter Allylumlagerung in das Tribromid 8 über, das bei der Einwirkung von n-Butyllithium 4-Bromtricyclo[5.1.0.02,8]oct-3-en (9) lieferte. Letzteres ergab mit Natrium/tert-Butylalkohol Tricyclo[5.1.0.02,8]oct-3-en (4). Die Hydrierung von 4 zu Tricyclo[5.1.0.02,8]octan (6) wurde mit Diimin ausgeführt und war von der Bildung von Bicyclo[5.1.0]oct-2-en (10) begleitet. Mit Natriumiodid brachte 7 das nicht umgelagerte Iodid 12 hervor, und die Reduktion von 7 mit Natrium in flüssigem Ammoniak führte in geringer Ausbeute zu Bicyclo[4.2.0]octa-3,7-dien (11). AgNO3 wandelte 7 unter Allylumlagerung in das Nitrat 13 um, das mit LiAlH4, wieder unter Allylumlagerung, das Tribromid 14 ergab. Bei der Behandlung von 14 mit n-Butyllithium fiel 4-Bromtricyclo[5.1.0.02,8]oct-4-en (15) an, und daraus wurde mit Natrium/tert-Butylalkohol Tricyclo[5.1.0.02,8]oct-4-en (5) gewonnen. Ein neuer Weg zu Octavalen (1), auf dem praktisch kein Cyclooctatetraen als Nebenprodukt entsteht, wurde durch Umsetzung von 4-Bromoctavalen (16) mit tert-Butyllithium und anschließende Hydrolyse gefunden. - Bei 100°C ging 4 praktisch quantitativ in Dihydrosemibullvalen (17) über (t1/2 ≍ 40 min). Der Zerfall von 5 lieferte bei 200°C (t1/2 ≍ 25 h) ein komplexes Gemisch, in dem nur 11 identifiziert wurde. Der gesättigte Kohlenwasserstoff 6 lagerte bei 160°C nahezu quantitativ in ein 5.5:1-Gemisch aus 3-Methylencyclohepten (18) und 1,3-Cyclooctadien (19) um (t1/2 ≍ 8 h). Mögliche Mechanismen dieser Thermolysen werden diskutiert.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19861191012
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  • 3
    Electronic Resource
    Electronic Resource
    Reaktionen von Homobenzvalenen mit 4 -Phenyl-3H-l,2,4-triazol-3,5(4H)-dion, Tetracyanethylen, Chlorsulfonylisocyanat und Schwefeldioxid. Einige konzertierte 1,4-Additionen an eine Vinylcyclopropan-Einheit (1990)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 123 (1990), S. 1193-1207 
    Details
    ISSN: 0009-2940
    Keywords: Homo Diels-Alder reactions ; Cyclopropanetetracarbonitrile derivatives ; Barbaralane derivatives /Urazoles, polycyclic /6-Thiatricyclo[3.2.1.02.7]oct-3-ene 6,6-dioxide ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Reactions of Homobenzvalenes with 4-Phenyl-3H-1,2,4-triazole-3,5(4H)-dione, Tetracyanoethylene. Chlorosulfonyl Isocyanate, and Sulfur Dioxide. Several Concerted 1,4-Additions to a Vinylcyclopropane SubunitHomobenzvalene (le) and its derivatives 1f.g with an anellated four-membered ring reacted with 4-phenyl-3H-l,2,4-tri- azole3,5(4H)-dione (PTAD) to give the pentacyclic urazole 2e and its hexacyclic derivatives 2f, g, respectively. Tetracyano- ethylene (TCNE) and le in benzene afforded only the Diels- Alder adduct 5 of norcaradiene. In other solvents the homo Diels-Alder adduct 3a of le was formed as the main product together with some 5 and a small fraction of the cyclohexa- dienylcyclopropanetetracarbonitrile 4a. 5-Methylhomobenz- valene (lh) and TCNE in acetonitrile gave 3b and 4b in the ratio 10: 1. On treatment with TCNE, dihydrohomobenzvalene (6) was converted into 8, which is structurally related to 4. In contrast, tetracyc10[4.1.0.02,4.03,5]]heptane (7) and TCNE gave rise to the tetracyclic adduct 9 and a minor quantity of 5. Chlorosulfonyl isocyanate reacted with le to furnish mainly the N-(chlorosulfony1)imino ether 10 and the N-(chlorosulfonyl)-lactams 11 and 12a as well as a further isomer as byproducts. On heating, 10 rearranged to 12a. The Ksulfonyl chlorides 10, 11, and 12a were transformed to the N-unsubstituted compounds 16,15, and l7, respectively, by treatment with sodium sulfite/aqueous potassium hydroxide. In wet [D6]dimethyl- sulfoxide 10 was converted into a cycloheptatriene derivative (14) as well as the rearranged and hydrolyzed lactam 15, whereas 11 gave 15 exclusively. Exposure of le to sulfur dioxide yielded the 1,4 adduct 18 to the vinylcyclopropane subunit of le. Possible mechanisms of the reactions of the homobenzvalenes are discussed. In particular, the pathways to 3, 18, and at least to a fraction of 10 and 11 are considered to be concerted six-electron processes. - The structures of 4a and 10 have been established by X-ray analyses.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19901230537
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  • 4
    Electronic Resource
    Electronic Resource
    Neue Homobenzvalen-Derivate (Tricyclo[4.1.0.02,7]hept-3-ene) (1986)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 119 (1986), S. 141-155 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: New Homobenzvalene Derivatives (Tricyclo[4.1.0.02,7]hept-3-enes)By means of sodium/tert-butyl alcohol 4,5-dichlorotricyclo[4.1.0.02,7]hept-3-ene (7b) was transformed to unsubstituted homobenzvalene (1), which can thus be obtained in three steps from benzvalene with 45% yield. [1,7-D2]Homobenzvalene (1a) was prepared in high yield from 1 in [D6]dimethyl sulfoxide/potassium tert-butoxide. Treatment of 4,5-dibromotricyclo[4.1.0.02,7]hept-3-ene (7a) with a series of nucleophiles gave 4-bromohomobenzvalenes 8-16 with the following 5-substituents: OH, OCH3, SC6H5, N(CH3)2, F, CH3, CH2C6H5, C6H5 and 1-naphthyl. Instead of the corresponding allylcarbonitrile the rearranged product 32 was isolated. On hydrolysis the 7,7-dihalotetracyclo[4.1.0.02,4.03,5]heptanes 6a and b were converted into the allyl alcohols 8 and 26, respectively. Different methods were employed to prepare the homobenzvalene derivatives 17-24 unsubstituted in the 4-position from the corresponding 4-bromo compounds 8-11 and 13-16. - In the 13C NMR spectra of the homobenzvalenes the γ-effects of the 5-substituents turned out to be unprecedentedly large.
    Notes: 4,5-Dichlortricyclo[4.1.0.02,7]hept-3-en (7b) ging mit Natrium/tert-Butylalkohol in unsubstituiertes Homobenzvalen (1) über, das damit in drei Schritten aus Benzvalen mit 45% Ausbeute erhältlich ist. [1,7-D2]Homobenzvalen (1a) bildete sich mit hoher Ausbeute aus 1 in [D6]Dimethylsulfoxid/Kalium-tert-butoxid. Die Einwirkung verschiedener Nucleophile auf 4,5-Dibromtricyclo[4.1.0.02,7]hept-3-en (7a) lieferte die 4-Bromhomobenzvalene 8-16 mit folgenden 5-Substituenten: OH, OCH3, SC6H5, N(CH3)2, F, CH3, CH2C6H5, C6H5 und 1-Naphthyl. Anstelle des entsprechenden Allylnitrils wurde sein Umlagerungsprodukt 32 isoliert. Die 7,7-Dihalogentetracyclo[4.1.0.02,4.03,5]heptane 6a und b erbrachten bei der Hydrolyse die Allylalkohole 8 bzw. 26. Verschiedene Methoden kamen zum Einsatz, um aus den 4-Bromhomobenzvalenen 8-11 und 13-16 die in 4-Stellung unsubstituierten Homobenzvalen-Derivate 17-24 zu bereiten. - In den 13C-NMR-Spektren der Homobenzvalene erwiesen sich die γ-Effekte der 5-Substituenten als ungewöhnlich groß.
    Additional Material: 3 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19861190114
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  • 5
    Electronic Resource
    Electronic Resource
    Bicyclo[4.1.1]octa-2,4-dien, -oct-2-en, -oct-3-en und -octan aus Norpinen (1986)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 119 (1986), S. 3059-3066 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Bicyclo[4.1.1]octa-2,4-diene, -oct-2-ene, -oct-3-ene, and -octane from NorpineneA new route for the synthesis of bicyclo[4.1.1]octa-2,4-diene (1), -oct-3-ene (3), and -octane (4) is described as well as the first preparation of bicyclo[4.1.1]oct-2-ene (2). As common precursor 2,3-dibromobicyclo[4.1.1]oct-3-ene (7) has been utilized, obtained from norpinene (5) by addition of dibromocarbene and subsequent thermal rearrangement of the tricyclic product 6 formed.
    Notes: Über einen neuen Syntheseweg für Bicyclo[4.1.1]octa-2,4-dien (1), -oct-3-en (3) und -octan (4) sowie die erstmalige Darstellung von Bicyclo[4.1.1]oct-2-en (2) wird berichtet. Als gemeinsame Vorstufe diente 2,3-Dibrombicyclo[4.1.1]oct-3-en (7), das aus Norpinen (5) durch Addition von Dibromcarben und thermische Umlagerung des entstandenen Tricyclus 6 bereitet wurde.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19861191013
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  • 6
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    Electronic Resource
    13C-NMR-Spektroskopie: Besondere Hochfeldeffekte in Bicyclo[4.1.1]- und Tricyclo[5.1.0.02,8]octan-Systemen (1,3-Cycloheptadien-Effekt) und besondere Tieffeldeffekte in Dihalogenbicyclo[2.1.1]hex-2-enen (Cyclopenten-Effekt) (1986)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 119 (1986), S. 3067-3075 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: 13C NMR Spectroscopy: Special High Field Effects in Bicyclo[4.1.1]- and Tricyclo[5.1.0.02,8]octane Systems (1,3-Cycloheptadiene Effect) and Special Low Field Effects in Dihalobicyclo[2.1.1]hex-2-enes (Cyclopentene Effect)The 13C NMR parameters of bicyclo[4.1.1]octa-2,4-diene (2a), -oct-3-ene (2b), -octane (2c), -oct-2-ene (2d), tricyclo[5.1.0.02,8]oct-4-ene (3b), -octane (3c), -oct-3-ene (3d), exo-5,syn-6-dibromobicyclo[2.1.1]hex-2-ene (10a), -hexane (10b), exo-5,syn-6-dichlorobicyclo[2.1.1]hex-2-ene (11a) and -hexane (11b) are reported and compared to those of model compounds. Relative to their dihydro and tetrahydro derivatives 2b-d and 3b-d, respectively, 2a and octavalene (3a) reveal unusual shieldings of the homoallylic carbon atoms by 8.48-12.71 and 23.92-26.35 ppm, respectively. The tribromo derivative 9 shows that the shielding is decreased by one of the diastereotopic bromine atoms at the four-membered ring and increased by the other. By means of 10a, 11a and their dihydro derivatives 10b, 11b, influences of the diastereotopic halogen atoms are discerned which act in a similarly different way on the unusual deshielding of the homoallylic carbon atoms caused by the introduction of the double bond into the bicyclo[2.1.1]hexane system. Parallel to the special shielding and deshielding, respectively, the homoallylic carbon atoms also experience characteristic alternations of the one bond 13C—H coupling constants.
    Notes: Die 13C-NMR-Parameter von Bicyclo[4.1.1]octa-2,4-dien (2a), -oct-3-en (2b), -octan (2c), -oct-2-en (2d), Tricyclo[5.1.0.02,8]oct-4-en (3b), -octan (3c), -oct-3-en (3d), exo-5,syn-6-Dibrombicyclo[2.1.1]hex-2-en (10a), -hexan (10b), exo-5,syn-6-Dichlorbicyclo[2.1.1]hex-2-en (11a) und -hexan (11b) werden mitgeteilt und mit denen von Modellverbindungen verglichen. 2a und Octavalen (3a) offenbaren im Vergleich zu ihren Di- und Tetrahydroderivaten 2b-d bzw. 3b-d ungewöhnliche Abschirmungen der Homoallyl-C-Atome um 8.48-12.71 bzw. 23.92-26.35 ppm. Das Tribromderivat 9 zeigt, daß eines der diastereotopen Bromatome am Vierring die Abschirmung vermindert, das andere diese aber verstärkt. Anhand von 10a, 11a und ihren Dihydroderivaten 10b, 11b erkennt man ähnlich unterschiedliche Einflüsse der diastereotopen Halogenatome auf die besondere Entschirmung der Homoallyl-C-Atome, die die Einführung der Doppelbindung in das Bicyclo[2.1.1]hexan-System verursacht. Parallel zur besonderen Abschirmung bzw. Entschirmung erfahren die Homoallyl-C-Atome auch charakteristische Änderungen ihrer 13C—H-Kopplungskonstanten über eine Bindung.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19861191014
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  • 7
    Electronic Resource
    Electronic Resource
    4-Bromoctavalen und zwei (Brommethylen)homobenzvalene anstelle eines erwarteten Bromoctabisvalens (1988)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 121 (1988), S. 309-311 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: 4-Bromooctavalene and Two (Bromomethylene)homobenzvalenes Instead of an Expected BromooctabisvaleneThe reaction of dibromocarbene with 5-methoxyhomobenzvalene (5) gave the trans adduct 6, which could be converted into the trimethylsilyl ether 7 with iodotrimethylsilane in the presence of triethylamine. Treatment of 7 with potassium carbonate in methanol afforded 8,8-dibromotetracyclo[5.1.0.02,4.03,5]octan-exo-6-ol (8). Prepared from 8 in the usual manner, the methanesulfonate 9 could not be transformed to the expected bromooctabisvalene 11 with alkyllithium compounds. Instead, a mixture of bromooctavalene 12 and the (bromomethylene)homobenzvalenes 14 was formed.
    Notes: Die Reaktion von Dibromcarben mit 5-Methoxyhomobenzvalen (5) ergab das trans-Addukt 6, das sich durch Iodtrimethylsilan in Gegenwart von Triethylamin in den Trimethylsilylether 7 umwandeln ließ. Daraus wurde durch Kaliumcarbonat in Methanol 8,8-Dibromtetracyclo[5.1.0.02,4.03,5]octan-exo-6-ol (8) erhalten. Das auf dem üblichen Weg dargestellte Methansulfonat 9 von 8 ging mit Alkyllithiumverbindungen nicht in das erwartete Bromoctabisvalen 11 über, sondern lieferte ein Gemisch aus dem Bromoctavalen 12 und den (Brommethylen)homobenzvalenen 14.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19881210217
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  • 8
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    Electronic Resource
    Reaktion von Homobenzvalen mit Tetracyanethylen; Bildung eines Tetracyandihydrobarbaralan- und eines Tetracyancyclopropan-DerivatsDiese Arbeit wurde von der Deutschen Forschungsgemeinschaft und vom Fonds der Chemischen Industrie unterstützt.Professor Rolf Huisgen zum 65. Geburtstag gewidmet (1985)
    Weinheim : Wiley-Blackwell
    Zeitschrift für die chemische Industrie 97 (1985), S. 595-596 
    Details
    ISSN: 0044-8249
    Keywords: Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/ange.19850970726
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  • 9
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    Reaction of Homobenzvalene with Tetracyanoethylene; Formation of a Tetracyanodihydrobarbaralane Derivative and a Tetracyanocyclopropane DerivativeThis work was supported by the Deutsche Forschungsgemeinschaft and the Fonds der Chemischen Industrie.Dedicated to Professor Rolf Huisgen on the occasion of his 65th birthday (1985)
    Weinheim : Wiley-Blackwell
    Angewandte Chemie International Edition in English 24 (1985), S. 611-613 
    Details
    ISSN: 0570-0833
    Keywords: Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/anie.198506111
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  • 10
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    3-(Phenylsulfonyl)tricyclo[4.1.0.02,7]hept-4-en-3-yllithium (1987)
    Elsevier
    Details
    Publication Date: 1987-01-01
    Print ISSN: 0040-4039
    Electronic ISSN: 1873-3581
    Topics: Chemistry and Pharmacology
    Published by Elsevier
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