Superelectrophilic Intermediates in Nitrogen-Directed Aromatic Borylation

Author:

De Vries Timothy S.1,Prokofjevs Aleksandrs1,Harvey Jeremy N.1,Vedejs Edwin1

Affiliation:

1. Department of Chemistry, University of Michigan, Ann Arbor, Michigan 48109, and School of Chemistry, University of Bristol, Cantock’s Close, Bristol BS8 1TS, United Kingdom

Publisher

American Chemical Society (ACS)

Subject

Colloid and Surface Chemistry,Biochemistry,General Chemistry,Catalysis

Reference128 articles.

1. The chemistry of borinium and borenium ions

2. Polar and free-radical halogenation of amine-boranes with halocarbons

3. Tricoordinate diphenylboron cation prepared in solution

4. Superelectrophiles

5. bThe definition of “superelectrophile” stated in the Olah review specifies that dicationic species are superelectrophiles, but the discussion also identifies several factors that enhance the electrophilicity of neutral or monocationic species. Explicit examples in Olah’s review include Lewis acid complexes of boric acid, trimethyl borate, and boron trichloride. In this usage, “superelectrophilicity” may be understood more broadly as a qualitative comparison between an exceptionally enhanced electrophile and the unenhanced parent electrophile.

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