狄尔斯-阿尔德加成物的结构归属：一种实验与理论方法

Structural assignment of Diels-Alder adducts: an experimental and theoretical approach.

作者信息

Gomes Constantino Mauricio, da Silva Filho Luiz Carlos, Neto Alvaro Cunha, Gomes Heleno Vladimir Constantino, da Silva Gil Valdo José, Callegari Lopes João Luis

机构信息

Departamento de Química da Faculdade de Filosofia, Ciências e Letras de Ribeirão Preto, Universidade de São Paulo, Avenida Bandeirantes, 3900, 14040-901 Ribeirão Preto, SP, Brazil.

出版信息

Spectrochim Acta A Mol Biomol Spectrosc. 2005 Jan 1;61(1-2):171-6. doi: 10.1016/j.saa.2004.04.002.

DOI:10.1016/j.saa.2004.04.002

PMID:15556436

Abstract

A detailed NMR analysis with total assignment of (1)H and (13)C NMR data for the endo and the exo adducts, obtained by Diels-Alder reaction between 2-cyclohexenone and cyclopentadiene, is described. The unequivocal assignment of the endo and exo structures was performed by (1)H and (13)C NMR. These assignments were supported by theoretical chemical shift calculations at GIAO/HF level using 6-311 + g(2d, p) from optimized structures at the B3LYP/6-31g(d) level.

摘要

本文描述了通过2-环己烯酮与环戊二烯之间的狄尔斯-阿尔德反应得到的内型和外型加合物的详细核磁共振（NMR）分析，其中包括对（1）H和（13）C NMR数据的完全归属。通过（1）H和（13）C NMR对内型和外型结构进行了明确的归属。这些归属得到了理论化学位移计算的支持，该计算是在GIAO/HF水平下，使用来自B3LYP/6-31g（d）水平优化结构的6-311 + g（2d，p）基组进行的。