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Sterically Unprotected Nucleophilic Boron Cluster Reagents.
Mu, Xin; Axtell, Jonathan C; Bernier, Nicholas A; Kirlikovali, Kent O; Jung, Dahee; Umanzor, Alexander; Qian, Kevin; Chen, Xiangyang; Bay, Katherine L; Kirollos, Monica; Rheingold, Arnold L; Houk, K N; Spokoyny, Alexander M.
Afiliação
  • Mu X; Department of Chemistry and Biochemistry, University of California, Los Angeles, 609 Charles E. Young Drive East, Los Angeles, CA 90095, USA.
  • Axtell JC; Department of Chemistry and Biochemistry, University of California, Los Angeles, 609 Charles E. Young Drive East, Los Angeles, CA 90095, USA.
  • Bernier NA; Department of Chemistry and Biochemistry, University of California, Los Angeles, 609 Charles E. Young Drive East, Los Angeles, CA 90095, USA.
  • Kirlikovali KO; Department of Chemistry and Biochemistry, University of California, Los Angeles, 609 Charles E. Young Drive East, Los Angeles, CA 90095, USA.
  • Jung D; Department of Chemistry and Biochemistry, University of California, Los Angeles, 609 Charles E. Young Drive East, Los Angeles, CA 90095, USA.
  • Umanzor A; Department of Chemistry and Biochemistry, University of California, Los Angeles, 609 Charles E. Young Drive East, Los Angeles, CA 90095, USA.
  • Qian K; Department of Chemistry and Biochemistry, University of California, Los Angeles, 609 Charles E. Young Drive East, Los Angeles, CA 90095, USA.
  • Chen X; Department of Chemistry and Biochemistry, University of California, Los Angeles, 609 Charles E. Young Drive East, Los Angeles, CA 90095, USA.
  • Bay KL; Department of Chemistry and Biochemistry, University of California, Los Angeles, 609 Charles E. Young Drive East, Los Angeles, CA 90095, USA.
  • Kirollos M; Department of Chemistry and Biochemistry, University of California, Los Angeles, 609 Charles E. Young Drive East, Los Angeles, CA 90095, USA.
  • Rheingold AL; Department of Chemistry and Biochemistry, University of California, San Diego, 9500 Gilman Drive, La Jolla, California, 92093, USA.
  • Houk KN; Department of Chemistry and Biochemistry, University of California, Los Angeles, 609 Charles E. Young Drive East, Los Angeles, CA 90095, USA.
  • Spokoyny AM; Department of Chemistry and Biochemistry, University of California, Los Angeles, 609 Charles E. Young Drive East, Los Angeles, CA 90095, USA.
Chem ; 5(9): 2461-2469, 2019 Sep 12.
Article em En | MEDLINE | ID: mdl-32292833
ABSTRACT
A cornerstone of modern synthetic chemistry rests on the ability to manipulate the reactivity of a carbon center by rendering it either electrophilic or nucleophilic. However, accessing a similar reactivity spectrum with boron-based reagents has been significantly more challenging. While classical nucleophilic carbon-based reagents normally do not require steric protection, readily accessible, unprotected boron-based nucleophiles have not yet been realized. Herein, we demonstrate that the bench stable closo-hexaborate cluster anion can engage in a nucleophilic substitution reaction with a wide array of organic and main group electrophiles. The resulting molecules containing B‒C bonds can be further converted to tricoordinate boron species widely used in organic synthesis.
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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: Chem Ano de publicação: 2019 Tipo de documento: Article País de afiliação: Estados Unidos
Texto completo
Adicionar na Minha BVS
Imprimir
XML
PubMed Links
Buscar no Google

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: Chem Ano de publicação: 2019 Tipo de documento: Article País de afiliação: Estados Unidos