Direct Synthesis of Phospholyl Lithium from White Phosphorus

doi:10.1002/anie.201602790

CORC > 北京大学 > 化学与分子工程学院

	Direct Synthesis of Phospholyl Lithium from White Phosphorus
	Xu, Ling ; Chi, Yue ; Du, Shanshan ; Zhang, Wen-Xiong ; Xi, Zhenfeng
刊名	ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
	2016
关键词	C-P coupling P-4 functionalization phospholyl lithium phosphorus synthetic methods TRANSITION-METAL-COMPLEXES P-4 ACTIVATION COORDINATION CHEMISTRY ELEMENTAL PHOSPHORUS REACTIVITY ANION NMR SPECTROSCOPY PHOSPHINES ACCESS
DOI	10.1002/anie.201602790
英文摘要	The selective construction of P-C bonds directly from P-4 and nucleophiles is an ideal and step-economical approach to utilizing elemental P-4 for the straightforward synthesis of organophosphorus compounds. In this work, a highly efficient one-pot reaction between P-4 and 1,4-dilithio1,3-butadienes was realized, which quantitatively affords phospholyl lithium derivatives. DFT calculations indicate that the mechanism is significantly different from that of the well-known stepwise cleavage of P-P bond in P-4 activation. Instead, a cooperative nucleophilic attack of two C-sp2 Li bonds on P-4, leading to simultaneous cleavage of two P-P bonds, is favorable. This mechanistic information offers a new view on the mechanism of P-4 activation, as well as a reasonable explanation for the excellent yields and selectivity. This method could prove to be a useful route to P-4 activation and the subsequent production of organophosphorus compounds.; "973" program from National Basic Research Program of China [2012CB821600]; Natural Science Foundation of China [21572005, 21372014]; SCI(E); EI; PubMed; ARTICLE; wx_zhang@pku.edu.cn; 32; 9187-9190; 55
语种	英语
内容类型	期刊论文
源URL	[http://ir.pku.edu.cn/handle/20.500.11897/433340]
专题	化学与分子工程学院
推荐引用方式 GB/T 7714	Xu, Ling,Chi, Yue,Du, Shanshan,et al. Direct Synthesis of Phospholyl Lithium from White Phosphorus[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,2016.
APA	Xu, Ling,Chi, Yue,Du, Shanshan,Zhang, Wen-Xiong,&Xi, Zhenfeng.(2016).Direct Synthesis of Phospholyl Lithium from White Phosphorus.ANGEWANDTE CHEMIE-INTERNATIONAL EDITION.
MLA	Xu, Ling,et al."Direct Synthesis of Phospholyl Lithium from White Phosphorus".ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2016).