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  • Luminescence  (1)
  • Partly bridged octols  (1)
  • 1
    Electronic Resource
    Electronic Resource
    Springer
    Journal of inclusion phenomena and macrocyclic chemistry 19 (1994), S. 167-191 
    ISSN: 1573-1111
    Keywords: Partly bridged octols ; selective functionalization ; hemicarcerand
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract A general study on the synthesis of partly bridged octols3a-d and4c-d is described. Tri-bridged diol3c can be prepared in 54% yield in DMSO at 70°C with excess CH2BrCl or in 52% yield in DMF at 70°C with only 4 equiv. of CH2BrCl. 1,3-Di-bridged tetrol4a, one of the two possible di-bridged isomers formed in preference to the other, was obtained in 30% yield. Tri-bridged diols3c andd can be selectively debrominated in one step by treatment with 5 equiv. ofn-BuLi in THF to afford the corresponding dibromo derivatives8a andb in 77% and 76% yields, respectively. After incorporation of the fourth bridge, the remaining two bromines can be replaced by C(O)OMe to give9c (60%), by OH to give9d (62%) or by CN to give9f (〉95%). When the lithiated derivatives of3c andd are quenched with electrophiles other thanH +, a selectively functionalized tri-bridged diol with hydroxyl (8c, 47%) and selectively functionalized cavitands with thiomethyl (9g, 25%) or iodo (9h, 20%) groups can be synthesized. Two molecules of9d were coupled with CH2BrCl in DMSO/THF under high dilution conditions to give the flexible hemicarcerand10 in 71% yield.
    Type of Medium: Electronic Resource
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  • 2
    ISSN: 0947-3440
    Keywords: Biscalix[4]arene ; Lanthanide ions ; Energy transfer ; Luminescence ; Dinuclear complexes ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Three types of lower-lower rim linked biscalix[4]arenes that contain carboxylic ester (1) and/or amide functions (2 and 3) at their remaining phenolic oxygen atoms were synthesized. The homo- and heterodinuclear lanthanide ion complexes based on these ligands were used to study the energy transfer between different lanthanide ions. Photophysical studies comparing the luminescence properties of the homodinuclear Eu3+ complex and the heterodinuclear Eu3+-Nd3+ complex of 2 indicated that energy transfer is likely to occur from Eu3+ to Nd3+ with an efficiency of 〉 50%. The luminescence properties turned out to be strongly solvent dependent, which is attributed to structural changes leading to different positions of the lanthanide ions in the cavities provided by the biscalix[4]arene.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
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