期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 61, 期 37, 页码 -出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202209241
关键词
Bond Cleavage; Density Functional Theory; Diazirine; Frustrated Lewis Pairs; Mechanistic Study
资金
- Ningbo Natural Science Foundation [202003N4094]
- Scientific Research Grant of Ningbo University [215432000282, 422110973]
- Ningbo Top Talent Project [215432094250]
- DFG [490737079]
- Projekt DEAL
In this work, we reported the reactions of phosphine/borane FLPs with chlorodiazirines, which resulted in the reduction of the N=N double bond and formation of phosphinimide/amidoborate zwitterions. A mechanistic study using DFT showed that these reactions proceed through FLP addition and subsequent group transfer reactions to nitrogen, followed by the capture of a halide anion.
The reactions of FLPs with diazomethanes leads to the rapid loss of N-2. In contrast, in this work, we reported reactions of phosphine/borane FLPs with chlorodiazirines which led to the reduction of the N=N double bond, affording linked phosphinimide/amidoborate zwitterions of the general form R3PNC(Ar)NR ' BX(C6F5)(2). A detailed DFT mechanistic study showed that these reactions proceed via FLP addition to the N=N bond, followed by subsequent group transfer reactions to nitrogen and capture of the halide anion.
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