OPTICAL RESOLUTION OF THE ALPHA-TOCOPHEROL SPIRO DIMER AND DEMONSTRATION OF ITS FLUXIONAL NATURE

被引：17

作者：

FALES, HM

LLOYD, HA

FERRETTI, JA

SILVERTON, JV

DAVIS, DG

KON, H

机构：

[1] NIEHS,MOLEC BIOPHYS LAB,RES TRIANGLE PK,NC 27709

[2] NIDDKD,CHEM PHYS LAB,BETHESDA,MD 20892

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1990年 / 06期

关键词：

D O I：

10.1039/p29900001005

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A model compound (1b) for the oxidative dimer of α-tocopherol (vitamin E) (1a) has been shown to undergo fluxion by NMR spectroscopy through a magnetization transfer experiment. This compound has also been resolved at low temperature using an optically active HPLC column. Its rate of racemization parallels the fluxion process suggesting a biradical intermediate and free radicals are shown to be present in non-degassed solutions of (1b). Its crystalline form has been examined with solid-state NMR spectroscopy and X-ray crystallography.

引用

页码：1005 / 1010

页数：6

共 29 条

[1]

AHLBERG P, 1976, CHEM SCRIPTA, V9, P47

[2] ACID-SENSITIVE H-1 NUCLEAR MAGNETIC-RESONANCE SPECTRA OF TOCOPHEROLS AND OTHER DERIVATIVES OF 6-HYDROXYCHROMAN [J].