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タイトル: | Iron-catalyzed diboration and carboboration of alkynes. |
著者: | Nakagawa, Naohisa Hatakeyama, Takuji https://orcid.org/0000-0002-7483-9525 (unconfirmed) Nakamura, Masaharu https://orcid.org/0000-0002-1419-2117 (unconfirmed) |
著者名の別形: | 中村, 正治 |
キーワード: | alkyl halides alkynes carboboration diboration iron |
発行日: | 9-Mar-2015 |
出版者: | wiley |
誌名: | Chemistry - A European Journal |
巻: | 21 |
号: | 11 |
開始ページ: | 4257 |
終了ページ: | 4261 |
抄録: | 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. |
記述: | Issue published online: 27 FEB 2015 |
著作権等: | 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. The full-text file will be made open to the public on 27 February 2016 in accordance with publisher's 'Terms and Conditions for Self-Archiving'. この論文は出版社版でありません。引用の際には出版社版をご確認ご利用ください。 This is not the published version. Please cite only the published version. |
URI: | http://hdl.handle.net/2433/207522 |
DOI(出版社版): | 10.1002/chem.201406595 |
PubMed ID: | 25631242 |
出現コレクション: | 学術雑誌掲載論文等 |
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