Highly Branched Alkanoic Acids from the Preen-Gland Wax of the Domestic Goose as Building Blocks for Chiral Triphenylenes

The synthesis of chiral triphenylenes 7a,b bearing side chains derived from enantiomerically pure trimethyloctanoate 1a and tetramethyldecanoate 1b from the preen‐gland wax of domestic goose was achieved in 3 or 4 steps. Compounds 7a,b were nonmesogenic; however, mixtures of 7a,b with hexakis(octylo...

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Bibliographic Details
Published inHelvetica chimica acta Vol. 85; no. 11; pp. 3909 - 3918
Main Authors Schultz, Andreas, Laschat, Sabine, Morr, Michael, Diele, Siegmar, Dreyer, Michael, Bringmann, Gerhard
Format Journal Article
LanguageEnglish
Published Basel WILEY-VCH Verlag 01.11.2002
WILEY‐VCH Verlag
Wiley
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
TWINS
MESOPHASE
PHASE-BEHAVIOR
DISK-LIKE
DIFFRACTION
DISCOTIC LIQUID-CRYSTALS
DERIVATIVES
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Summary:The synthesis of chiral triphenylenes 7a,b bearing side chains derived from enantiomerically pure trimethyloctanoate 1a and tetramethyldecanoate 1b from the preen‐gland wax of domestic goose was achieved in 3 or 4 steps. Compounds 7a,b were nonmesogenic; however, mixtures of 7a,b with hexakis(octyloxy)triphenylene or hexakis(decyloxy)triphenylene displayed columnar mesophases or soft crystal G phases, as was shown by differential‐scanning calorimetry and optical‐polarizing microscopy. Circular‐dichroism measurements revealed weak associations of 7a,b in solution.
Bibliography:istex:59E06A843C9B4F00C981F791C88444A0B92E0669
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ArticleID:HLCA3909
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0018-019X
1522-2675
DOI:10.1002/1522-2675(200211)85:11<3909::AID-HLCA3909>3.0.CO;2-R