A kinetic study on the reductive opening of the diphenylmethylene acetal in methyl 2,3-O-diphenylmethylene-alpha-L-rhamnopyranoside

作者：Szikra Dezso; Mandi Attila^*; Borbas Aniko; Nagy Istvan P; Komaromi Istvan; Kiss Szikszai Attila; Herczeg Mihaly; Antus Sandor

来源：Carbohydrate Research, 2011, 346(13): 2004-2006.

DOI：10.1016/j.carres.2011.04.041

• Diphenylmethylene acetal
• Reductive opening
• Chloroalane
• Kinetics

Reductive opening of the diphenylmethyl acetal in methyl 2,3-O-diphenylmethylene-alpha-L-rhamnopyranoside has been investigated by kinetic studies, and the results have been compared to those recently obtained by quantum chemical calculations. In contrast to the previous theoretical calculations which related only to the presumably rate limiting step of the reductive opening, the reaction system LiAlH4, AlCl3, and the title compound consists of at least four simultaneous reactions. Nevertheless, reasonable agreement can be found between the activation Gibbs free energy obtained from kinetic measurements and the theoretically calculated ones in spite of the experimental errors and the approximate nature of theoretical calculations.

• 出版日期2011-9-27