Formic acid-palladium acetate-1,4-bis(diphenylphosphino)butane: an effective catalytic system for regioselective hydrocarboxylation of simple and functionalized olefins

Bassam El Ali; Howard Alper

doi:10.1016/0304-5102(92)80179-K

Formic acid-palladium acetate-1,4-bis(diphenylphosphino)butane: an effective catalytic system for regioselective hydrocarboxylation of simple and functionalized olefins

Bassam El Ali
, Howard Alper^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

56 Scopus citations

Abstract

Reaction of mono- and disubstituted olefins with formic acid, catalytic quantities of palladium acetate and 1,4-bis(diphenylphosphino)butane (dppb), in a carbon monoxide atmosphere, affords carboxylic acids in 45-98% yield. The reaction is regioselective and, in a number of cases, regiospecific for the straight-chain acid. Functional groups such as trimethylsilyl, aldehyde, ketone, nitrile, acid and amide groups and trisubstituted olefins can be tolerated in this reaction.

Original language	English
Pages (from-to)	7-13
Number of pages	7
Journal	Journal of Molecular Catalysis
Volume	77
Issue number	1
DOIs	https://doi.org/10.1016/0304-5102(92)80179-K
State	Published - 1 Nov 1992
Externally published	Yes

Bibliographical note

Funding Information:
We are grateful to British Petroleum, and to the Natural Sciences and Engineering Research Council of Canada, for support of this research.

ASJC Scopus subject areas

General Engineering

Access to Document

10.1016/0304-5102(92)80179-K

Cite this

@article{5ea984316d864230a57832b1eeab1652,

title = "Formic acid-palladium acetate-1,4-bis(diphenylphosphino)butane: an effective catalytic system for regioselective hydrocarboxylation of simple and functionalized olefins",

abstract = "Reaction of mono- and disubstituted olefins with formic acid, catalytic quantities of palladium acetate and 1,4-bis(diphenylphosphino)butane (dppb), in a carbon monoxide atmosphere, affords carboxylic acids in 45-98\% yield. The reaction is regioselective and, in a number of cases, regiospecific for the straight-chain acid. Functional groups such as trimethylsilyl, aldehyde, ketone, nitrile, acid and amide groups and trisubstituted olefins can be tolerated in this reaction.",

author = "\{El Ali\}, Bassam and Howard Alper",

note = "Funding Information: We are grateful to British Petroleum, and to the Natural Sciences and Engineering Research Council of Canada, for support of this research.",

year = "1992",

month = nov,

day = "1",

doi = "10.1016/0304-5102(92)80179-K",

language = "English",

volume = "77",

pages = "7--13",

journal = "Journal of Molecular Catalysis",

issn = "0304-5102",

number = "1",

}

TY - JOUR

T1 - Formic acid-palladium acetate-1,4-bis(diphenylphosphino)butane

T2 - an effective catalytic system for regioselective hydrocarboxylation of simple and functionalized olefins

AU - El Ali, Bassam

AU - Alper, Howard

N1 - Funding Information: We are grateful to British Petroleum, and to the Natural Sciences and Engineering Research Council of Canada, for support of this research.

PY - 1992/11/1

Y1 - 1992/11/1

N2 - Reaction of mono- and disubstituted olefins with formic acid, catalytic quantities of palladium acetate and 1,4-bis(diphenylphosphino)butane (dppb), in a carbon monoxide atmosphere, affords carboxylic acids in 45-98% yield. The reaction is regioselective and, in a number of cases, regiospecific for the straight-chain acid. Functional groups such as trimethylsilyl, aldehyde, ketone, nitrile, acid and amide groups and trisubstituted olefins can be tolerated in this reaction.

AB - Reaction of mono- and disubstituted olefins with formic acid, catalytic quantities of palladium acetate and 1,4-bis(diphenylphosphino)butane (dppb), in a carbon monoxide atmosphere, affords carboxylic acids in 45-98% yield. The reaction is regioselective and, in a number of cases, regiospecific for the straight-chain acid. Functional groups such as trimethylsilyl, aldehyde, ketone, nitrile, acid and amide groups and trisubstituted olefins can be tolerated in this reaction.

UR - https://www.scopus.com/pages/publications/0026943719

U2 - 10.1016/0304-5102(92)80179-K

DO - 10.1016/0304-5102(92)80179-K

M3 - Article

AN - SCOPUS:0026943719

SN - 0304-5102

VL - 77

SP - 7

EP - 13

JO - Journal of Molecular Catalysis

JF - Journal of Molecular Catalysis

IS - 1

ER -

Formic acid-palladium acetate-1,4-bis(diphenylphosphino)butane: an effective catalytic system for regioselective hydrocarboxylation of simple and functionalized olefins

Abstract

Bibliographical note

ASJC Scopus subject areas

Access to Document

Fingerprint

Cite this