Carbon-Carbon Bond Formation by Ligand-free Cross-Coupling Reaction Using Palladium Catalyst Supported on Synthetic Adsorbent

被引：54

作者：

Monguchi, Yasunari ^{[1
]}

Sakai, Keita ^{[1
]}

Endo, Koichi ^{[1
]}

Fujita, Yuki ^{[1
]}

Niimura, Masaru ^{[2
]}

Yoshimura, Masatoshi ^{[2
]}

Mizusaki, Tomoteru ^{[2
]}

Sawama, Yoshinari ^{[1
]}

Sajiki, Hironao ^{[1
]}

机构：

[1] Gifu Pharmaceut Univ, Organ Chem Lab, Gifu 5011196, Japan

[2] NE Chemcat Corp, Numazu, Shizuoka 4100314, Japan

来源：

CHEMCATCHEM | 2012年 / 4卷 / 04期

关键词：

cross-coupling; heterogeneous catalysis; Mizoroki-Heck reaction; palladium; Suzuki-Miyaura reaction; SUZUKI-MIYAURA REACTIONS; REUSABLE HETEROGENEOUS CATALYST; HIGHLY-ACTIVE CATALYST; MESOPOROUS SILICA; HECK REACTION; ARYL HALIDES; RECYCLABLE CATALYST; ARYLBORONIC ACIDS; COPPER-FREE; MICROENCAPSULATED PALLADIUM;

D O I：

10.1002/cctc.201100345

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

A palladium catalyst supported on a commercial synthetic adsorbent, DIAION HP20, could be employed for the crosscoupling reactions of aryl halides with organoboronic acids (SuzukiMiyaura reaction), alkenes (MizorokiHeck reaction), and alkynes (Sonogashira reaction) in a ligand-free manner. 10?% Pd/HP20 was highly active as the catalyst at approximately the same level as 10?% palladium on carbon (10?% Pd/C) for many of the reactions, and was especially effective for the SuzukiMiyaura reaction using bromoaniline derivatives without the N-protection and Sonogashira reaction of the heteroaryl iodides. As a stable supply and certain quality of HP20 are available as an industrial product, 10?% Pd/HP20 would be in practical use for a variety of cross-coupling reactions and hydrogenation as the substitute for 10?% Pd/C, which is dependent on charcoal as a natural product.

引用

页码：546 / 558

页数：13

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