Gurskii, Mikhail E.; Gueiderikh, Alexei V.; Bubnov, Yuri N.; Antipin, Mikhail Yu; Lyssenko, Konstantin A.; Gridnev, Ilya D.; Boese, Roland; Blaeser, Dieter:

Conformational behavior of 3-borabicyclo[3.3.1]nonanes. Intramolecular p-s and p-p interactions in 3,7-endo-disubstituted 3-borabicyclo[3.3.1]nonanes.

In: Journal of Organometallic Chemistry, Jg. 636 (2001) ; Nr. 1-2, S. 3-6
ISSN: 0022-328X
Zeitschriftenaufsatz / Fach: Chemie
Intramol. interactions between the unoccupied p-orbital of the B atom and the s- (Me) or p-orbital (Ph) of the 7-endo-substituent lead to an unusual stability of the chair-chair conformation in 3-borabicyclo[3.3.1]nonanes. X-ray anal. of 3,7a-dimethyl-3-borabicyclo[3.3.1]nonane (7) and 3-methyl-7a-phenyl-3-borabicyclo[3.3.1]nonane (8), and single point ab initio calcn. (B3LYP/6-31G*) of 8 confirmed the existence of this specific attractive interaction.