Non-biaryl atropisomerism at the C–B bond in sterically hindered aminoarylboranes | Zendy

Mélodie Birepinte | Zendy; Frédéric Robert | Zendy; Sandra Pinet | Zendy; Laurent Chabaud | Zendy; Mathieu Pucheault | Zendy

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Non-biaryl atropisomerism at the C–B bond in sterically hindered aminoarylboranes

Author(s) -

Mélodie Birepinte,

Frédéric Robert,

Sandra Pinet,

Laurent Chabaud,

Mathieu Pucheault

Publication year - 2020

Publication title -

organic and biomolecular chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.923

H-Index - 146

eISSN - 1477-0539

pISSN - 1477-0520

DOI - 10.1039/d0ob00421a

Subject(s) - atropisomer , steric effects , chemistry , stereochemistry , bond , business , finance

Sterically hindered aminoarylboranes featuring atropisomerism about the C-B bond were prepared by addition of organomagnesium species onto readily accessible dialkylamine-borane complexes. Some of these aminoarylboranes, isosteres of vinyl styrene derivatives, were resolved by HPLC on the chiral stationary phase. They are the first examples of a non-biaryl type system which display slow rotation about a C-B bond.

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