Abstract
The title compound, C20H22BNO2, is a simple olefinic compound which carries both B and N atoms that are trans to one another. The Ï-conjugated system of the compound is considered to be isoelectronic with 1,3-butadiene. There are two independent molÂecules in the asymmetric unit in which the environments around the boron atoms are essentially planar (r.m.s. deviations of 0.0032 and 0.0021 Ă for the BO2C planes). The dihedral angles of the olefinic planes with the boron planes are 5.70 (11) and 9.74 (9)°, respectively, while the dihedral angles of the olefinic planes with the carbazole planes are 19.37 (3) and 10.74 (6)°. These dihedral angles are consistent with those in 9-ethenylcarbazole and an ethenylboronic ester derivative. The NâCsp 2, BâCsp 2 and C=C bond lengths suggest that the contribution of the canonical structure can be described as N+=CâC=Bâ.
Highlights
The title compound, C20H22BNO2, is a simple olefinic compound which carries both B and N atoms that are trans to one another
The NâCsp2, BâCsp2 and C C bond lengths suggest that the contribution of the canonical structure can be described as N+ CâC BĂ
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: FF2046)
Summary
The title compound, C20H22BNO2, is a simple olefinic compound which carries both B and N atoms that are trans to one another. The dihedral angles of the olefinic planes with the boron planes are 5.70 (11) and 9.74 (9), respectively, while the dihedral angles of the olefinic planes with the carbazole planes are 19.37 (3) and 10.74 (6). These dihedral angles are consistent with those in 9-ethenylcarbazole and an ethenylboronic ester derivative. For the related structure of a ethenyl-boronic ester derivative, see: Clark et al (2004). For the preparation of the title compound, see: Geier et al (2009)
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