Ring-enlargement and ring-opening reactions of benzoxazole, thiazoles, and benzisoxazole by zirconocene-alkyne complexes

被引：16

作者：

Arndt, P ^{[1
]}

Lefeber, C ^{[1
]}

Kempe, R ^{[1
]}

Rosenthal, U ^{[1
]}

机构：

[1] UNIV ROSTOCK,MAX PLANCK GESELL,ARBEITSGRP KOMPLEXKATALYSE,D-18055 ROSTOCK,GERMANY

来源：

CHEMISCHE BERICHTE | 1996年 / 129卷 / 02期

关键词：

zirconocene; titanocene; benzoxazoles; thiazoles; benzisoxazoles;

D O I：

10.1002/cber.19961290214

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Zirconocene alkyne complexes Cp(2)Zr(L)(Me(3)SiC(2)R) (L = Py, THF; R = SiMe(3), tBu) react with heterocyclic compounds like benzoxazole and related thiazoles to yield ring-expanded adducts Cp(2)Zr-C(SiMe(3))=C(R)-CH=N-o-C6H4-X (1-3) and Cp(2)Zr-C(SiMe(3))=C(SiMe(3))-CH=N-C(R')=C(R')-X (R' = Me, H) (4, 5) by formal C-X (X = O, S) bond cleavage and coupling with the coordinated alkyne. In the case of benzisoxazole, the alkyne is not coupled but eliminated, and with ring-enlargement of the benzisoxazole a N-bridged dimer [Cp(2)Zr-N=CH-o-C6H4-O](2) (6) is formed. The obtained complexes 1, 3, and 6 were characterized by NMR spectra and crystal structure analysis.

引用

页码：207 / 211

页数：5

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