SYNTHESIS AND PROPERTIES OF (PI-ALLYL)PALLADIUM FORMATES AS INTERMEDIATES IN PALLADIUM-CATALYZED REDUCTIVE CLEAVAGE OF ALLYLIC ACETATES AND CARBONATES WITH FORMIC-ACID

被引：66

作者：

OSHIMA, M

SHIMIZU, I

YAMAMOTO, A

OZAWA, F

机构：

[1] WASEDA UNIV,SCH SCI & ENGN,DEPT APPL CHEM,SHINJUKU KU,TOKYO 169,JAPAN

[2] HOKKAIDO UNIV,CATALYSIS RES CTR,KITA KU,SAPPORO,HOKKAIDO 060,JAPAN

来源：

ORGANOMETALLICS | 1991年 / 10卷 / 05期

关键词：

D O I：

10.1021/om00051a002

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Neutral (pi-allyl)(tertiary phosphine)palladium formates and ionic (pi-allyl)bis(tertiary phosphine)palladium formates that are regarded as key intermediates in palladium-catalyzed reductive cleavage of allylic acetates and carbonates with formic acid have been prepared and characterized by H-1 and C-13 NMR spectroscopy. From a study of the formation process of these formate intermediates by anion exchange of the acetate anion with formic acid and by establishment of the course of liberation of olefins and CO2 from the formate ligand, the validity of the proposed catalytic cycle has been substantiated.

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页码：1221 / 1223

页数：3

相关论文

共 21 条

[1]

AUBURN PR, 1985, J AM CHEM SOC, V107, P2034

[2] ALLYL(HYDRIDO)PLATINUM(II)-CATALYZED PARTIAL HYDROGENATION OF DIENES [J].

BERTANI, R ;

CARTURAN, G ;

SCRIVANTI, A .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1983, 22 (03) :246-246

[3] SOME OBSERVATIONS ON PREPARATION OF PI-ALLYLIC PALLADIUM CHLORIDE COMPLEXES [J].

DENT, WT ;

LONG, R ;

WILKINSON, AJ .

JOURNAL OF THE CHEMICAL SOCIETY, 1964, (MAY) :1585-&

[4] STEREOCHEMISTRY AND REGIOCHEMISTRY IN PALLADIUM-CATALYZED NUCLEOPHILIC-SUBSTITUTION OF OPTICALLY-ACTIVE (E)-ALLYL AND (Z)-ALLYL ACETATES [J].

HAYASHI, T ;

YAMAMOTO, A ;

HAGIHARA, T .

JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (05) :723-727

[5] STEREOCHEMISTRY OF OXIDATIVE ADDITION OF AN OPTICALLY-ACTIVE ALLYL ACETATE TO A PALLADIUM(0) COMPLEX [J].

HAYASHI, T ;

HAGIHARA, T ;

KONISHI, M ;

KUMADA, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (26) :7767-7768

[6] REMOVAL OF ALLYL GROUPS BY FORMIC-ACID CATALYZED BY (TRIPHENYLPHOSPHANE)PALLADIUM [J].

HEY, H ;

ARPE, HJ .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1973, 12 (11) :928-929

[7] ASYMMETRIC-SYNTHESIS - MECHANISM OF ASYMMETRIC CATALYTIC ALLYLATION [J].

MACKENZIE, PB ;

WHELAN, J ;

BOSNICH, B .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (07) :2046-2054

[8] SYNTHESIS AND DECARBOXYLATION MECHANISM OF THE CHIRAL RHENIUM FORMATE (ETA-C5H5)RE(NO)(PPH3)(OCHO) [J].

MERRIFIELD, JH ;

GLADYSZ, JA .

ORGANOMETALLICS, 1983, 2 (06) :782-784

[9] REGIOSELECTIVE REMOVAL OF ALLYLIC NITRO-GROUPS VIA HYDRIDE TRANSFER [J].

ONO, N ;

HAMAMOTO, I ;

KAMIMURA, A ;

KAJI, A .

JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (19) :3734-3736

[10] PALLADIUM(0) COMPLEXES COORDINATED WITH SUBSTITUTED OLEFINS AND TERTIARY PHOSPHINE-LIGANDS [J].

OZAWA, F ;

ITO, T ;

NAKAMURA, Y ;

YAMAMOTO, A .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1979, 168 (03) :375-391