SYNTHETICAL APPLICATIONS OF ACTIVATED METAL CATALYSTS .26. FORMATION OF BIARYLS FROM AZAHYDROCARBONS UNDER INFLUENCE OF RHODIUM-ON-CARBON

被引：15

作者：

CAREY, JC

SASSE, WHF

机构：

[1] Department of Organic Chemistry, University of Adelaide, SA

[2] Division of Applied Chemistry (Synthetic Chemistry Section), CSIRO, Chatswood, NSW, 2067

来源：

AUSTRALIAN JOURNAL OF CHEMISTRY | 1968年 / 21卷 / 01期

关键词：

D O I：

10.1071/CH9680207

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The action of degassed rhodium-on-carbon on 14 azahydrocarbons has been examined. 2, 2′-Biaryls are formed in 15-50% yield from quinoline, 6-methyl-quinoline, 7-methylquinoline, 4-phenylpyridine, and 4-benzylpyridine at their boiling points, and from benzo[f]quinoline at 320-330º. By-products formed from quinoline include 2, 3′-biquinolyl, two triquinolyls, and the products of hydrogenolysis previously obtained from experiments with quinoline and degassed Raney nickel. The methylquinolines undergo demethylation; methylation occurs at the 2- and 4-positions in quinoline. 2-Methylquinoline forms inter alia bis(2-quinolyl)methane, tris(2-quinolyl)methane, and 1, 2-bis(2-quinolyl)ethane. The results obtained with rhodium-on-carbon are compared with those obtained with degassed Raney nickel. © 1968 CSIRO. All rights reserved.

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页码：207 / &

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