Synthesis and conformation of multi-vicinal fluoroalkane diastereoisomers

被引：50

作者：

Hunter, Luke

Slawin, Alexandra M. Z.

Kirsch, Peer

O'Hagan, David

机构：

[1] Merck Ltd Japan, Liquid Crystal Tech Ctr, Kanagawa 2430303, Japan

[2] Univ St Andrews, Sch Chem, Ctr Biomol Sci, St Andrews KY16 9ST, Fife, Scotland

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2007年 / 46卷 / 41期

基金：

英国工程与自然科学研究理事会;

关键词：

conformation analysis; fluorine; NMR spectroscopy; organofluorine chemistry;

D O I：

10.1002/anie.200701988

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Doing the twist: Differences in behavior between isomers of straight-chain alkanes bearing four vicinal fluorine atoms are revealed by conformational analyses (X-ray diffraction, NMR spectroscopy). For example, computational studies show that the all-syn vicinal fluoroalkane (see picture, C gray, F green, H white) adopts a helical conformation, while the anti-synanti isomer prefers to be linear. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：7887 / 7890

页数：4

共 13 条

[1] Solvent effect on intramolecular hydrogen bonds in push-pull conjugated molecules [J].