Exploring the Chemistry of N,N′-Diamidocarbenes with Organophosphorus Compounds
Exploring the Chemistry of N,N′-Diamidocarbenes with Organophosphorus Compounds
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DOI：
10.1021/ol4035484
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发表时间：
2014-02-07
期刊：
影响因子：
5.2
通讯作者：
Bielawski, Christopher W.
中科院分区：
文献类型：
--
作者：
Chase, Daniel T.;Moerdyk, Jonathan P.;Bielawski, Christopher W.
发现一种容易获得的N，N ′-二氨基卡宾（DAC）插入伯膦和仲膦以及膦酸酯的P-H键中。相比之下，叔膦催化DAC的环收缩为亚氨基吡咯烷二酮。用亚磷酸三甲酯处理DAC，得到相应的二氨基膦酸酯和预期来自Arbuzov型反应的烯属产物。
A readily available N,N'-diamidocarbene (DAC) was found to insert into the P-H bonds of primary and secondary phosphines as well as a phosphonate ester. In contrast, tertiary phosphines catalyzed the ring contraction of the DAC to an iminopyrrolidinedione. Treating the DAC with trimethyl phosphite afforded the corresponding diamidophosphonate ester and olefinic products expected from an Arbuzov-type reaction.