Do Spiroarsoranes Exhibit Polytopal Equilibrium in Solution?
Alvarez Hernandez, Alejandro
2010
Tapia-Benavides Antonio R., Mendoza-Huizar Luis H., Pérez-García Francisco, Tlahuext Hugo , Alvarez Alejandro, Tlahuextl Margarita*, Do spiroarsoranes exhibit polytopal equilibrium in solution?, Inorganic Chemistry, 49, 1496-1502 (2010). American Chemical Society ISSN: 0020-1669. FEB 15 2010
Abstract
The spiroarsoranes 5-phenyl-1,6-dioxa-4,9-diaza-5?5-arsaspiro[4.4]nonane (6), (3R,8R)-3,8-dimethyl-5-phenyl-1,6-dioxa-4,9-diaza-5?5-arsaspiro[4.4]nonane (7), (2S,7S)-2,7-dimethyl-5-phenyl-1,6-dioxa-4,9-diaza-5?5-arsaspiro[4.4]nonane (8), and (3S,8S)-3,8-dimethyl-(2R,7R)-2,5,7-triphenyl-1,6-dioxa-4,9-diaza-5?5-arsaspiro[4.4]nonane (9) were prepared by reaction of phenylarsonic acid and the correspondig amino alcohol. The presence of polytopal ? ? equilibrium in 6?9 was demonstrated by HPLC and NMR studies. NBO computations at the MP2/6-31+G(2d,2p) level indicate that methyl substitution in C2 or C3 of the oxazarsolane ring determines the predominance of ? or ? stereoisomers. GIAO B3LYP/6-311++G(2d,2p) computations were used to assign experimental 1H and 13C NMR spectra.
Artículos relacionados
Et3B, an Efficient Mediator for Xanthate Transfer Based Radical Processes
Stereoselective addition of allylmagnesium chloride to the CN bond of [4.3.0] boron heterobicycles
Diastereomeric C-glycosyloxanthrones from picramnia antidesma
O-benzyl-N-(2-furoyl)thiocarbamate