Efficient H-D exchange of aromatic compounds in near-critical D2O catalysed by a polymer-supported sulphonic acid

被引：29

作者：

Boix, C ^{[1
]}

Poliakoff, M ^{[1
]}

机构：

[1] Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 23期

基金：

英国工程与自然科学研究理事会;

关键词：

polymer-supported catalyst; near-critical water; deuterium oxide; aromatic compounds;

D O I：

10.1016/S0040-4039(99)00765-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Hydrogen atom exchange of aromatic compounds in neutral near-critical D2O has been improved by using a polymer-supported sulphonic acid catalyst. Phenol, aniline, quinoline, and substituted aromatic hydrocarbons are selectively ring-perdeuterated in high yields with insignificant by-product formation at 325 degrees C for 24 h in D2O/Deloxan.(R) (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：4433 / 4436

页数：4

共 11 条

[1]

BOIX C, 1999, IN PRESS GREEN CHEM

[2] TRITIATION OF ORGANIC-COMPOUNDS BY POLYMER-SUPPORTED ACID CATALYSTS [J].

BREWER, JR ;

JONES, JR ;

LAWRIE, KWM ;

SAUNDERS, D ;

SIMMONDS, A .

JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 1994, 34 (04) :391-400

[3]

BRYSON TE, COMMUNICATION

[4]

BUNCEL E, 1987, ISOTOPES PHYSICAL A, V1

[5] Preparative supercritical deuterium exchange in arenes and heteroarenes [J].

Junk, T ;

Catallo, WJ .

TETRAHEDRON LETTERS, 1996, 37 (20) :3445-3448

[6] Hydrogen isotope exchange reactions involving C-H (D,T) bonds [J].

Junk, T ;

Catallo, WJ .

CHEMICAL SOCIETY REVIEWS, 1997, 26 (05) :401-406

[7] H-D EXCHANGE IN PINACOLONE BY DEUTERIUM-OXIDE AT HIGH-TEMPERATURE AND PRESSURE [J].

KUHLMANN, B ;

ARNETT, EM ;

SISKIN, M .

JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (18) :5377-5380

[8] HYDROGEN-DEUTERIUM EXCHANGE AND REARRANGEMENT OF POLYCYCLIC AROMATIC-HYDROCARBONS IN DILUTE ACID-MEDIUM AT ELEVATED-TEMPERATURES [J].

WERSTIUK, NH ;

TIMMINS, G .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1981, 59 (22) :3218-3219

[9] HIGH-TEMPERATURE AND DILUTE ACID (HTDA) PROCEDURE AS A GENERAL METHOD OF REPLACING AROMATIC HYDROGEN BY DEUTERIUM .2. [J].

WERSTIUK, NH ;

KADAI, T .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1974, 52 (11) :2169-2171

[10] PROTIUM DEUTERIUM-EXCHANGE OF BENZO-SUBSTITUTED HETEROCYCLES IN NEUTRAL D2O AT ELEVATED-TEMPERATURES [J].

WERSTIUK, NH ;

CHEN, J .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1989, 67 (05) :812-815

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