Preparation of Highly Hindered Polyenes with tert-Butyl Groups in Internal Positions

被引：9

作者：

Betz, Markus ^{[1
]}

Hopf, Henning ^{[1
]}

Ernst, Ludger ^{[2
]}

Jones, Peter G. ^{[3
]}

Okamoto, Yoshio ^{[4
]}

机构：

[1] Tech Univ Carolo Wilhelmina Braunschweig, Inst Organ Chem, D-38106 Braunschweig, Germany

[2] Tech Univ Carolo Wilhelmina Braunschweig, NMR Lab Chem Inst, D-38106 Braunschweig, Germany

[3] Tech Univ Carolo Wilhelmina Braunschweig, Inst Anorgan & Analyt Chem, D-38023 Braunschweig, Germany

[4] Nagoya Univ, EcoTopia Sci Inst, Chikusa Ku, Nagoya, Aichi 4648603, Japan

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2011年 / 17卷 / 01期

关键词：

bromination; chirality; conjugation; epoxidation; polyolefins; tetraenes; AROMATIC HALOGEN SUBSTITUTION; CHIRAL BUTADIENES; MAGNETIC-RESONANCE; ROTATION; ENANTIOMERIZATION; MECHANISMS; KINETICS; ROUTE;

D O I：

10.1002/chem.201001250

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The conjugated tetraenes 3 and 4a-c have been prepared and shown to possess an orthogonal structure. This was not only demonstrated by their spectroscopic properties and X-ray structural analysis of solid representatives (e.g., 4a-c) but also by the resolution of these chiral compounds by GC and HPLC chromatography using various chiral selector systems. The chemical behavior of the typical tetraene 4a has been studied using bromination, hydrogenation, epoxidation, and photo equilibration reactions.

引用

页码：231 / 247

页数：17