Phospha-Claisen Type Reactions at Frustrated Lewis Pair Frameworks

被引:17
作者
Chen, Guo-Qiang [1 ]
Kehr, Gerald [1 ]
Mueck-Lichtenfeld, Christian [1 ]
Daniliuc, Constantin G. [1 ]
Erker, Gerhard [1 ]
机构
[1] Inst Univ Munster, Organ Chem, Corrensstr 40, D-48149 Munster, Germany
基金
欧洲研究理事会;
关键词
METHYLENEPHOSPHONIUM ION; CRYSTAL-STRUCTURE; CHEMISTRY; ADDUCTS; VALENCE; BEARING; DESIGN;
D O I
10.1021/jacs.6b04046
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The C-4-bridged unsaturated phosphane/borane frustrated Lewis pairs (P/B FLPs) 4 undergo borane induced phosphane addition to a variety of acetylenic esters or ketones to generate heterocyclic 10-membered intermediates that contain pairs of allyl phosphonium/allenic enolate functionalities. These subsequently undergo phospha-Claisen type rearrangement reactions to give the respective substituted phosphanyl pentadiene products. In two exceptional cases subsequent reactions leading to anomalous phospha-Claisen products were found. One example involved cyclopropane ring formation, and the other carbon carbon bond activation. Potential schemes leading to these products are discussed. Essential examples were characterized by X-ray diffraction.
引用
收藏
页码:8554 / 8559
页数:6
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