Structures and NMR Parameters of 1,2-Diphenylcyclobutanes.

Autor: Raza, Giorgio, Bella, Juraj, Segre, Anna, Ferrando, Angelo, Goffredi, G.
Zdroj: Structural Chemistry; Dec1998, Vol. 9 Issue 6, p419-427, 9p
Abstrakt: A new reaction scheme for obtaining cis and trans 1,2-diphenylcyclobutane is described. Using 1H-NMR at 600 MHz, full spectral assignment was made for both isomers, obtaining all J coupling constants and chemical shifts. NMR results on cis and trans 1,2-diphenylcyclobutane are compared with the vicinal coupling constants obtained by the Barfield–Smith equations from the literature internal and dihedral angles of cyclobutane. In the trans isomer, in agreement with previous results on halo-cyclobutanes, the conformation with the phenyls in the pseudo-di-equatorial position is strongly preferred. On the contrary, the cis isomer fluctuates between the two equivalent conformations: phenyl pseudo-axial and pseudo-equatorial. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index