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The Introduction of Asymmetry into Alkyl‐Decorated Fréchet‐Type Dendrons
Author(s) -
Constable Edwin C.,
Graber Stefan,
Hermann B. A.,
Housecroft Catherine E.,
Malarek Michael S.,
Scherer Lukas J.
Publication year - 2008
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200800134
Subject(s) - chemistry , alkyl , stereochemistry , organic chemistry , polymer chemistry , medicinal chemistry
A strategy for the introduction of asymmetry into Fréchet‐type dendrons bearing n ‐alkyl chains is described. Starting from a methyl 3,5‐dihydroxybenzoate core, 3,5‐bis(octyloxyphenyl)methoxy and 3,5‐bis(alkoxyphenyl)methoxy units are introduced in a stepwise manner. The method is illustrated by the syntheses of four representative compounds having mixed n ‐octyl/ n ‐butyl, n ‐octyl/ n ‐hexyl, n ‐octyl/ n ‐heptyl and n ‐octyl/ n ‐dodecyl substituents. The new compounds have been characterized by spectroscopic and mass spectrometric techniques. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)