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  • General Chemistry  (60)
  • Iridium complexes  (5)
  • 1
    ISSN: 0947-6539
    Keywords: half-sandwich complexes ; peptide syntheses ; peptides ; rhodium complexes ; ruthenium complexes ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Organometallic dipeptide ester complexes of the general formula [(L)M(Cl)(K2-NH2CH2CONCH2CO2R)] (1: L=Cp*, M=Rh, 2: L=Cp*, M=Ir, 3: L=η6-C6Me6, M=Ru) react smoothly with various α-L-amino acid esters in the presence of NEt3 to yield the tripeptide ester complexes [(L)M(Cl)(K2-NH2CHR'CONCH2CONHCH2CO2R)] (5-7). In the same fashion chloro K2-tetrapeptide ester complexes 10 and 11 are obtained either from tripeptide ester complexes or by subsequent addition of two equivalents of amino acid ester to a dipeptide ester complex. When the strong base NaOMe is used in the reaction of the diglycine ester compounds with amino acid esters. K3-tripeptide ester complexes 12 and 13 are produced, in which one of the two coordinated peptide nitrogen atoms is pyramidal. The hexamethylbenzene ruthenium complexes 13 with tripeptide ligands are formed with very high diastereoselectivity. A plausible reaction mechanism for the metal-promoted peptide synthesis is presented. Synthesis and isolation of the peptide esters proceeds without racemization.
    Additional Material: 5 Ill.
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  • 2
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 1998 (1998), S. 93-99 
    ISSN: 1434-1948
    Keywords: 2-Methyl-1,2,3,4-tetrazole-5-thiolates ; 2-Phenyl-1,2,3,4-tetrazole-5-thiolates ; Palladium ; Platinum ; Copper ; Silver ; Gold ; Molecular structures ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The molecular structures of nine transition metal tetrazolethiolates have been determined by X-ray structure determinations. The ligand is invariably coordinated through its sulfur atom to the metal center [M = PdII, CuI, AgI, AuI, AuIII, and Hg]. The M-S-C bond angles vary considerably, but this cannot be correlated with variations in the C-S bond lengths. Intermolecular association occurs for Ph3PAu(SCN4Me) via Au-S contacts, leading to dimeric strands in the solid state. The copper compound (Ph3P)3Cu4(SCN4Me)4 (5), possesses a rather asymmetric structure: one Cu atom is tricoordinated by 3 sulfur atoms, the other three are tetracoordinated by P and N as well as by S atoms.
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  • 3
    ISSN: 1434-1948
    Keywords: α-Metallated amino acids ; Palladium ; Platinum ; Oxidative addition ; α-Bromoglycinate ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Oxidative addition of methyl N-benzoyl-2-bromoglycinate to bis(dibenzylideneacetone)palladium, in the presence of 2,2′-bipyridyl, and to (Ph3P)2Pt(η2-C2H4) gives the α-metallated glycine esters 1a and 2a. Abstraction of bromide from 1a, 2a, using AgSbF6 or AgBF4, affords the cationic C,O-chelate complexes [(bpy)Pd-CH(CO2Me)NHC(Ph)O]+ (1b,c) and [(Ph3P)2Pt-CH(CO2Me)NHC(Ph)O]+ (2b), respectively, featuring coordination of the amide O atom. The complexes 1b and 2b have been characterized by X-ray diffraction.
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  • 4
    ISSN: 1434-1948
    Keywords: 2-Phenyl-4-R-5(4H)-oxazolones ; Iridium ; Palladium ; Platinum ; Iron ; Chromium ; C-o,N-Bridging 2-phenyloxazolone ; Peptide labelling ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Reactions of 2-phenyl-4-R-5(4H)-oxazolones (R = Me, CH2Ph, CHMeEt) with [(η5-C5Me5)IrCl2]2 afforded the cyclometallated complexes (η5-C5Me5)(Cl)Ir(L) (1-3) [L = 2-phenyl-4-R-5(4H)-oxazolone(C-o,N)]. 2-Phenyl-5(4H)-oxazolone reacts with [(η5-C5Me5)IrCl2]2 and palladium(II) acetate to give complexes with a C-o,N-bridging oxazolone [(η5-C5Me5)(Cl)Ir]2(μ-Cl)(μ-L-H+) (4) and Pd3(μ-ac)5(μ-L-H+) (5). 2-Phenyloxazolone anions were added to the π ligands of [(η5-C6H7)Fe(CO)3]+ and [(η7-C7H7)Cr(CO)3]+ to give the adducts 6-11. Dipeptide derivatives 12-18 were obtained by reaction of 1, 2 and by reaction of the adduct 6 from [(η5-C6H7)Fe(CO)3]+; and the anion of 2-phenyloxazolone with α-amino acid esters. These reactions may be used for the labelling of peptides. Saponification of 15-18 yields the organometallic substituted peptide acids 19-22. Their dianions (deprotonation of COOH and peptide amide) were used as ligands towards (Ph3P)2PtCl2 to yield the bimetallic complexes 23-25. The structures of 4, 5, 9 and 10 were determined by X-ray diffraction.
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  • 5
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 1998 (1998), S. 729-731 
    ISSN: 1434-1948
    Keywords: Catalysis ; Oligomerization ; Organometallics ; Oligopeptides ; Ruthenium complexes ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Consecutive addition of one-equivalent portions of glycine ethyl ester to [(p-cymene)Ru(GGGOMe-H+)Cl] leads to considerable amounts of (tetra- to nonapeptide)ruthenium complexes in a one-pot reaction, in which the (p-cymene)RuCl fragment acts as a catalyst. The analogous reaction with alanine methyl ester affords AGGG and AAGGG complexes as the main products. The course of these metal-catalyzed peptide oligomerizations has been followed by mass spectrometry. The synthesis and characterization of the pentapeptide complex [(C6Me6)Ru(GGGGGOMe-H+)] is reported.
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  • 6
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 1998 (1998), S. 1791-1798 
    ISSN: 1434-1948
    Keywords: p-Ethynylphenylalanine ; Alkyne-bridged α-amino acids ; N,O-Chelate complexes ; Ferrocenes ; Schiff bases ; Platinum ; Gold ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The palladium-mediated coupling of p-ethynylphenylalanine (p-epa) with different halogenated benzenes yielded alkyne-bridged α-amino acids. A series of cationic mono- to hexanuclear (Ph3P)2Pt complexes with the anions of p-ethynylphenylalanine and alkynyl- or benzene-bridged di-, tri-, tetra- and hexa-ethynyl phenylalanines as N,O-chelate ligands was prepared. N-t-Boc-p-ethynylphenylalanine methyl ester was metal-substituted to give complexes of the types Ph3PAu-C≡C-R and (Et3P)2Pt(C≡CR)2. The benzene-bridged di-, tri-, tetra- and hexa-p-ethynylphenylalanine methyl esters form Schiff bases with ferrocene aldehyde and a tripodal ligand was obtained from Ph2PCH2CH2CH2NH2 and the benzene-bridged tri-ethynylphenylalanine. The structure of (Ph3P)2Pt[NH2C(H)(CH2C6H4C≡CH)CO2]+ BF4- was determined by X-ray diffraction.
    Additional Material: 1 Ill.
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  • 7
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 1999 (1999), S. 465-469 
    ISSN: 1434-1948
    Keywords: Dipeptide ester ; Cyclic tetrapeptides ; Palladium complexes ; Coordination chemistry ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: trans-Bis(dipeptide ester)palladium 1-6 complexes with a deprotonated amide group were obtained by dehydrochlorination of trans-Cl2Pd(dipeptide ester)2 or by direct reaction of Na2PdCl4 with dipeptide ester in the presence of sodium methoxide. The structure of Pd(NH2CH2CONCH2CH2CO2CH3)2 (3) was determined by X-ray diffraction. Addition of NaOCH3 to Pd[NH2C(H)(R)NCH2CH2CO2CH3]2 [R = CH(CH3)24, CH2Ph 5] results in the formation of the corresponding complexes 7, 8 with cyclic tetrapeptides which also can be directly synthesized from the dipeptide ester and Na2PdCl4.
    Additional Material: 2 Ill.
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  • 8
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 1999 (1999), S. 471-482 
    ISSN: 1434-1948
    Keywords: Quinine ; Cinchonine ; Palladium ; Platinum ; Silver ; Gold ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A series of metal complexes in which quinine (L1) and cinchonine (L2) are coordinated via the four possible donor atoms was prepared and characterized. Coordination of the tertiary N atom of quinine is observed in [L1MPPh3]+NO3- [M = Au (1), Ag (2)], [L1Pd(COD)(Cl)]+ NO3- (3) and L1Pd(Cl)(allyl) (4). The mono anion of quinine functions as N,O chelate ligand in (L1-H+)M(Cl)(PR3) (M = Pd, Pt, 5-10), [(L1-H+)Pd(en)]+NO3- (11) and (L1-H+)2TiCl2 (12). Protection of the tertiary N atom of quinine by methylation or protonation allows the synthesis of the quinoline complexes [(L1CH3+)M(Cl)2(PR3)]+ BF4- (M = Pd, Pt, 14-18), [(L1CH3+)Ir(Cl)2(Cp*)]+ BF4- (19), [(L1+H+)M(Cl)2(PR3)]+ CF3SO3- (M = Pd, Pt, 20-22) and (L2+H+)(ZnCl3-) (23). Quinine and cinchonine act as N,O-N bridge in the complexes (R3P)(Cl)M(μ-L1-H+)M(Cl)2(PR3) (M = Pd, Pt, 24, 25, 27, 28), (Cp*)(Cl)Ir(μ-L1-H1)Ir(Cl)2(Cp*) (29), (EtP3)(Cl)Pd(μ-L2-H+)Pd(Cl)2(PEt3) (26), and as N-N bridge in the complexes [(Ph3P)Au(μ-L1)Au(PPh3)]+NO3- (30) and (allyl)(Cl)Pd(μ-L1)Pd(Cl)(allyl) (31). Coordination of quinine via the C=C double bond occurs in [(L1+2 H+)PtCl3]+Cl- (32). The structures of 11, 13, 19, 23, 26 and 32 were determined by X-ray diffraction. In most cases the coordination mode and the conformation of quinine can also be derived from the 1H-NMR spectra.
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  • 9
    ISSN: 1434-1948
    Keywords: Rhenium ; N Ligands ; Nonlinear optics ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Carbonylrhenium bromide complexes fac-Br(OC)3ReL2 (3a,b, 4a,b) and cis-Br(OC)4ReL (5a,b) with conjugated pyridines L = Fc-CH=CH-p-C5H4N (1a), Fc-CH=CHC(CH3)=CHCH=CHCH=C(CH3)CH=CH-p-C5H4N (1b), 1,1′-Fc(-CH=CH-p-C5H4N)2 (1c), p-Me2N-C6H4-CH=CHCH=CH-p-C5H4N (2a), and p-Me2N-C6H4-CH=CHC(CH3)=CHCH=CHCH=C(CH3)-CH=CH-p-C5H4N (2b) have been synthesized. The structures of 4a and 5a have been determined by X-ray diffraction analysis. Compound 4a exhibits a remarkable quadratic hyperpolarizability.
    Additional Material: 3 Ill.
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  • 10
    ISSN: 1434-1948
    Keywords: Palladium ; Azide ; Pyridine ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Palladium(II) azide (1) was synthesized by reaction of palladium nitrate and sodium azide. 1 was characterized by AAS, IR, and 14N-NMR spectroscopy. Bis(azido)bis(pyridine)palladium(II) (2) and tetramminepalladium tetraazidopalladate(II) (3) were synthesized by a high-yield reaction. Both were characterized by X-ray structural analysis, IR, Raman, and NMR spectroscopy.
    Additional Material: 4 Ill.
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