Synthesis of p-tert-butylthiacalix[n]arenes (n=4, 6, and 8) from a sulfur-bridged acyclic dimer of p-tert-butylphenol

被引：42

作者：

Kon, N ^{[1
]}

Iki, N ^{[1
]}

Miyano, S ^{[1
]}

机构：

[1] Tohoku Univ, Grad Sch Engn, Dept Biomol Engn, Aoba Ku, Sendai, Miyagi 9808579, Japan

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 12期

关键词：

calixarenes; thiacalixarenes; sulfide;

D O I：

10.1016/S0040-4039(02)00214-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The one-step method for the synthesis of p-tert-butylthiacalix[n]arenes TCnAs (n=4 and 6) by reacting p-tert-butylphenol I with elemental sulfur in the presence of a base was advantageously replaced by a two-step procedure in which a sulfur-bridged linear dimer of I was prepared first to use as the starting material for the cyclo-condensation with sulfur to greatly improve the yields of TC4A (83%.) and TC6A (5.3%). The present dimer method allowed the isolation of TC8A in an appreciable amount (4.3%) for the first time. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：2231 / 2234

页数：4

共 24 条

[21] SYNTHESIS AND INCLUSION PROPERTIES OF SULFUR-BRIDGED ANALOGS OF ACYCLIC PHENOL-FORMALDEHYDE OLIGOMERS [J].

OHBA, Y ;

MORIYA, K ;

SONE, T .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1991, 64 (02) :576-582

[22] Synthesis and properties of sulfur-bridged analogs of p-tert-butylcalix[4]arene [J].

Sone, T ;

Ohba, Y ;

Moriya, K ;

Kumada, H ;

Ito, K .

TETRAHEDRON, 1997, 53 (31) :10689-10698

[23] Isolation, characterization, and conformational characteristics of p-tert-butylcalix[9-20]arenes [J].

Stewart, DR ;

Gutsche, CD .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (17) :4136-4146

[24] Phosphorylation of p-tert-butylthiacalix[4]arene:: reaction with phosphorous triamides [J].

Weber, D ;

Gruner, M ;

Stoikov, II ;

Antipin, IS ;

Habicher, WD .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 2000, (08) :1741-1744

← 1 2 3 →