Metal-free C(aryl)?P bond cleavage: experimental and computational studies of the Michael addition/aryl migration of triarylphosphines to alkynyl esters
Metal-free C(aryl)?P bond cleavage: experimental and computational studies of the Michael addition/aryl migration of triarylphosphines to alkynyl esters
复制标题
无金属 C(芳基)?P 键断裂：三芳基膦迈克尔加成/芳基迁移到炔基酯的实验和计算研究
DOI：
10.1039/d2qo00028h
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发表时间：
2022
影响因子：
5.4
通讯作者：
Takizawa Shinobu
中科院分区：
文献类型：
--
作者：
Sako Makoto;Kanomata Kyohei;Salem Mohamed S. H.;Furukawa Tomohiro;Sasai Hiroaki;Takizawa Shinobu
三芳基膦与炔基酯在水存在下的亲核加成和芳基迁移导致通过无金属的C（芳基）-P键断裂过程形成3-（二芳基磷酰基）-3-芳基丙酸衍生物。实验和计算研究表明，羟基-λ5-膦作为关键中间体的快速形成对C（芳基）-P键的顺利断裂起着至关重要的作用。
The nucleophilic addition and aryl migration of triarylphosphines to alkynyl esters in the presence of water results in the formation of 3-(diarylphosphoryl)-3-aryl propanoic acid derivatives through a metal-free C(aryl)–P bond cleavage process. Experimental and computational investigations of the mechanism indicate that the rapid formation of hydroxy-λ5-phosphane as a key intermediate plays a crucial role in smooth C(aryl)–P bond cleavage.