Synthesis and spectroscopic study of Schiff bases derived from trans-1,2-diaminocyclohexane.: Deuterium isotope effect on 13C chemical shift

被引：67

作者：

Ambroziak, K

Rozwadowski, Z

Dziembowska, T

Bieg, B

机构：

[1] Tech Univ Szczecin, Inst Chem & Environm Protect, PL-71065 Szczecin, Poland

[2] High Maritime Sch, Inst Math & Phys, PL-70500 Szczecin, Poland

来源：

JOURNAL OF MOLECULAR STRUCTURE | 2002年 / 615卷 / 1-3期

关键词：

Schiff bases; IR; UV-Vis; H-1 and 13 CNMR spectroscopy; deuterium isotope effect on C-13 chemical shifts; intramolecular proton transfer;

D O I：

10.1016/S0022-2860(02)00213-2

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

The proton transfer in the intramolecular hydrogen bond in a series of Schiff bases derivatives of aromatic orthohydroxyaldehydes and trans-1,2-dianiinocyclohexane has been studied by means of IR, UV-Vis, H-1 and C-13 NMR spectroscopies. The measurement of deuterium isotope effect on C-13 chemical shift suggests that the proton transfer equilibria in both salicylidene moieties are not independent. Substitution of H by D in one hydrogen bond shifts the proton transfer equilibrium in one direction in this moiety, while in the opposite direction in the other. (C) 2002 Elsevier Science B.V. All rights reserved.

引用

页码：109 / 120

页数：12

共 27 条

[1] Polymer-supported chiral Co(salen) complexes: Synthetic applications and mechanistic investigations in the hydrolytic kinetic resolution of terminal epoxides [J].