|Title:||Iron-catalyzed diboration and carboboration of alkynes.|
Nakamura, Masaharu https://orcid.org/0000-0002-1419-2117 (unconfirmed)
|Author's alias:||中村, 正治|
|Journal title:||Chemistry - A European Journal|
|Abstract:||An iron-catalyzed diboration reaction of alkynes with bis(pinacolato)diboron (B2pin2) and external borating agents (MeOB(OR)2) affords diverse symmetrical or unsymmetrical cis-1, 2-diborylalkenes. The simple protocol for the diboration reaction can be extended to the iron-catalyzed carboboration of alkynes with primary and, unprecedentedly, secondary alkyl halides, affording various tetrasubstituted monoborylalkenes in a highly stereoselective manner. DFT calculations indicate that a boryliron intermediate adds across the triple bond of an alkyne to afford an alkenyliron intermediate, which can react with the external trapping agents, borates and alkyl halides. In situ trapping experiments support the intermediacy of the alkenyl iron species using radical probe stubstrates.|
|Description:||Issue published online: 27 FEB 2015|
|Rights:||This is the accepted version of the following article: Nakagawa, N., Hatakeyama, T. and Nakamura, M. (2015), Iron-Catalyzed Diboration and Carboboration of Alkynes. Chem. Eur. J., 21: 4257–4261, which has been published in final form at http://dx.doi.org/10.1002/chem.201406595. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving.|
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|Appears in Collections:||Journal Articles|
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