Photostimulated synthesis of 2-(diphenylphosphino)benzoic acid by the SRN1 reaction

被引：1

作者：

Barolo, Silvia M. ^{[1
]}

Martin, Sandra E. ^{[1
]}

Rossi, Roberto A. ^{[1
]}

机构：

[1] Univ Nacl Cordoba, Fac Ciencias Quim, Dept Quim Organ, INFIQC, RA-5000 Cordoba, Argentina

来源：

ARKIVOC | 2012年

关键词：

Photostimulated reaction; electron transfer; S(RN)1; triarylphosphines; ligands; ASYMMETRIC ALLYLIC ALKYLATION; NUCLEOPHILIC-SUBSTITUTION REACTIONS; WATER-SOLUBLE PHOSPHINES; COUPLING REACTIONS; WHITE PHOSPHORUS; BENZOIC-ACID; LIGANDS; DIPHENYLPHOSPHIDE; HYDROFORMYLATION; DERIVATIVES;

D O I：

10.3998/ark.5550190.0013.809

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2-(Diphenylphosphino) benzoic acid, isolated as the ester, was obtained by the photostimulated reaction of 2-chlorobenzoate ion with Ph2P- ions in good yield in liquid ammonia. The reaction did not occur in the dark; it was inhibited by m-dinitrobenzene and partially inhibited by a radical trap such as TEMPO. The results were consistent with the S(RN)1 mechanism. No evidences for aromatic nucleophilic substitution (SNAr) or benzyne mechanisms were found.

引用

页码：98 / 106

页数：9

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