SELECTIVE FUNCTIONALIZATION OF CALIX[4]ARENES AT THE UPPER RIM

被引:371
作者
VANLOON, JD
ARDUINI, A
COPPI, L
VERBOOM, W
POCHINI, A
UNGARO, R
HARKEMA, S
REINHOUDT, DN
机构
[1] UNIV PARMA,INST ORGAN CHEM,I-43100 PARMA,ITALY
[2] TWENTE UNIV TECHNOL,ORGAN CHEM LAB,7500 AE ENSCHEDE,NETHERLANDS
[3] TWENTE UNIV TECHNOL,CHEM PHYS LAB,7500 AE ENSCHEDE,NETHERLANDS
关键词
D O I
10.1021/jo00308a024
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Methods are described for the selective diametrical functionalization of calix[4]arenes at the upper rim, either by the selective removal of the p-tert-butyl groups and subsequent substitution at the free phenol rings or by selective reactions at the phenol rings of dialkoxycalix[4]arenes without the tert-butyl groups. This includes selective mercuration and the synthesis of 5,17-di-£erf-butyl-26,28-dimethoxy-ll,23-diphenylcalix[4]arene (13), of which the crystal structure is described. The first synthesis of macrocyclic diquinones derived from calix[4]arenes (calix[4]diquinones) is described. © 1990, American Chemical Society. All rights reserved.
引用
收藏
页码:5639 / 5646
页数:8
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