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Organic letters. 2015 Jun 5;17(11):2614-7. doi: 10.1021/acs.orglett.5b00918 Q15.02025

Structure and reactivity of boron-ate complexes derived from primary and secondary boronic esters

来自一级和二级硼酸酯的硼-酸盐复合物的结构与反应性研究 翻译改进

Kathryn Feeney  1, Guillaume Berionni  2, Herbert Mayr  2, Varinder K Aggarwal  1

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作者单位

  • 1 †Department of Chemistry, University of Bristol, Cantock's Close, Bristol, BS8 1TS, U.K.
  • 2 ‡Department Chemie, Ludwig-Maximilians-Universität München, Butenandtstr. 5-13, 81377 München, Germany.
  • DOI: 10.1021/acs.orglett.5b00918 PMID: 25973673

    摘要 Ai翻译

    Boron-ate complexes derived from primary and secondary boronic esters and aryllithiums have been isolated, and the kinetics of their reactions with carbenium ions studied. The second-order rate constants have been used to derive nucleophilicity parameters for the boron-ate complexes, revealing that nucleophilicity increased with (i) electron-donating aromatics on boron, (ii) neopentyl glycol over pinacol boronic esters, and (iii) 12-crown-4 ether.

    Keywords:boron-ate complexes; boronic esters

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    期刊名:Organic letters

    缩写:ORG LETT

    ISSN:1523-7060

    e-ISSN:1523-7052

    IF/分区:5.0/Q1

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    Structure and reactivity of boron-ate complexes derived from primary and secondary boronic esters