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BielawskiChristopher W

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Exploring the Chemistry of N,N '-Diamidocarbenes with Organophosphorus Compounds

Author(s)
Chase, Daniel T.Moerdyk, Jonathan P.Bielawski, Christopher W.
Issued Date
2014-02
DOI
10.1021/ol4035484
URI
https://scholarworks.unist.ac.kr/handle/201301/31464
Fulltext
https://pubs.acs.org/doi/10.1021/ol4035484
Citation
ORGANIC LETTERS, v.16, no.3, pp.812 - 815
Abstract
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.
Publisher
AMER CHEMICAL SOC
ISSN
1523-7060
Keyword
N-HETEROCYCLIC CARBENEELECTRON-RICH OLEFINSWHITE PHOSPHORUSBOND FORMATIONP-HACTIVATIONCOMPLEXESREACTIVITYADDUCTSLIGANDS

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