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
收藏
页码：98 / 106
页数：9
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