High yielding and practical synthesis of rotaxanes by acylative end-capping catalyzed by tributylphosphine

被引：87

作者：

Kawasaki, H ^{[1
]}

Kihara, N ^{[1
]}

Takata, T ^{[1
]}

机构：

[1] Univ Osaka Prefecture, Grad Sch Engn, Dept Appl Chem, Osaka 5998531, Japan

来源：

CHEMISTRY LETTERS | 1999年 / 10期

关键词：

D O I：

10.1246/cl.1999.1015

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A pseudorotaxane was prepared from dibenzo-24-crown-8 and a dibenzylammonium salt possessing dimethylphenyl and hydroxy groups at the both termini. Acylation of the pseudorotaxane by 3,5-dimethylbenzoic anhydride in the presence of tributylphosphine afforded corresponding rotaxane in 90% yield. Various rotaxanes were readily synthesized in excellent yields by this method.

引用

页码：1015 / 1016

页数：2

共 17 条

[11] 2-E
[12] An extremely powerful acylation reaction of alcohols with acid anhydrides catalyzed by trimethylsilyl trifluoromethanesulfonate
Procopiou, PA
Baugh, SPD
Flack, SS
Inglis, GGA
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (07) : 2342 - 2347
[13] SIMPLIFIED PROCESS FOR PREPARATION OF ANHYDRIDES OF AROMATIC ACIDS
RAMBACHER, P
MAKE, S
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1968, 7 (06) : 465 - +
[14] Conjugate addition-approach to end-capping of pseudorotaxanes for rotaxane synthesis
Takata, T
Kawasaki, H
Asai, S
Furusho, Y
Kihara, N
[J]. CHEMISTRY LETTERS, 1999, (03) : 223 - 224
[15] Takata T, 1999, CHEM LETT, P111
[16] TRIBUTYLPHOSPHINE-CATALYZED ACYLATIONS OF ALCOHOLS - SCOPE AND RELATED REACTIONS
VEDEJS, E
BENNETT, NS
CONN, LM
DIVER, ST
GINGRAS, M
LIN, S
OLIVER, PA
PETERSON, MJ
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (25) : 7286 - 7288
[17] TRIBUTYLPHOSPHINE - A REMARKABLE ACYLATION CATALYST
VEDEJS, E
DIVER, ST
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (08) : 3358 - 3359

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