Palladium-catalyzed Heck reactions promoted by limonene-derived bicyclic phosphines

Boitumelo Setati; Paseka Thendo Moshapo; Cedric Wahl Holzapfel; Munaka Christopher Maumela

doi:10.1080/00397911.2022.2093646

Palladium-catalyzed Heck reactions promoted by limonene-derived bicyclic phosphines

Boitumelo Setati, Paseka Thendo Moshapo, Cedric Wahl Holzapfel, Munaka Christopher Maumela

Chemical Sciences

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

Abstract

Tertiary bicyclic phosphines derived from (R)-(+)-limonene provided efficient palladium catalysts for Heck cross-coupling reactions. Overall, high yields of the desired aryl alkenes products were obtained for cross-coupling of sterically and electronically diverse substrates. The efficiency of the catalysts was further demonstrated in the synthesis of commercial ketones, such as raspberry ketone and its derivatives.

Original language	English
Pages (from-to)	1477-1489
Number of pages	13
Journal	Synthetic Communications
Volume	52
Issue number	13-14
DOIs	https://doi.org/10.1080/00397911.2022.2093646
Publication status	Published - 2022

Keywords

Catalysis
Heck-reaction
cross-coupling
limonene
palladium
phosphine ligands

ASJC Scopus subject areas

Organic Chemistry

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10.1080/00397911.2022.2093646

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title = "Palladium-catalyzed Heck reactions promoted by limonene-derived bicyclic phosphines",

abstract = "Tertiary bicyclic phosphines derived from (R)-(+)-limonene provided efficient palladium catalysts for Heck cross-coupling reactions. Overall, high yields of the desired aryl alkenes products were obtained for cross-coupling of sterically and electronically diverse substrates. The efficiency of the catalysts was further demonstrated in the synthesis of commercial ketones, such as raspberry ketone and its derivatives.",

keywords = "Catalysis, Heck-reaction, cross-coupling, limonene, palladium, phosphine ligands",

author = "Boitumelo Setati and Moshapo, {Paseka Thendo} and Holzapfel, {Cedric Wahl} and Maumela, {Munaka Christopher}",

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AU - Setati, Boitumelo

AU - Moshapo, Paseka Thendo

AU - Holzapfel, Cedric Wahl

AU - Maumela, Munaka Christopher

PY - 2022

Y1 - 2022

N2 - Tertiary bicyclic phosphines derived from (R)-(+)-limonene provided efficient palladium catalysts for Heck cross-coupling reactions. Overall, high yields of the desired aryl alkenes products were obtained for cross-coupling of sterically and electronically diverse substrates. The efficiency of the catalysts was further demonstrated in the synthesis of commercial ketones, such as raspberry ketone and its derivatives.

AB - Tertiary bicyclic phosphines derived from (R)-(+)-limonene provided efficient palladium catalysts for Heck cross-coupling reactions. Overall, high yields of the desired aryl alkenes products were obtained for cross-coupling of sterically and electronically diverse substrates. The efficiency of the catalysts was further demonstrated in the synthesis of commercial ketones, such as raspberry ketone and its derivatives.

KW - Catalysis

KW - Heck-reaction

KW - cross-coupling

KW - limonene

KW - palladium

KW - phosphine ligands

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DO - 10.1080/00397911.2022.2093646

M3 - Article

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JO - Synthetic Communications

JF - Synthetic Communications

IS - 13-14

ER -

Palladium-catalyzed Heck reactions promoted by limonene-derived bicyclic phosphines

Abstract

Keywords

ASJC Scopus subject areas

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