9-[(E)-2-(4,4,5,5-Tetra-methyl-1,3,2-dioxa-borolan-2-yl)ethen-yl]-9H-carbazole.

ABSTRACT: The title compound, C(20)H(22)BNO(2), is a simple olefinic compound which carries both B and N atoms that are trans to one another. The ?-conjugated system of the compound is considered to be isoelectronic with 1,3-butadiene. There are two independent mol-ecules 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?Å for the BO(2)C 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 N-Csp(2), B-Csp(2) and C=C bond lengths suggest that the contribution of the canonical structure can be described as N(+)=C-C=B(-).

SUBMITTER: Hatayama Y 

PROVIDER: S-EPMC3254436 | biostudies-literature | 2012 Jan

REPOSITORIES: biostudies-literature