A Different role for Cyanide in the Search for the Chemistry of Life’s Origin

Invitado: Dr. Ramanarayanan Krishnamurthy

Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA

Nitrile/cyanide hydrolysis is of importance from the perspective of organic chemistry, especially, prebiotic chemistry. The lecture will present our recent work on the spontaneous hydrolysis of cyanohydrins, generated by the reaction of cyanide with beta-keto acids and gamma-keto-alcohols, under ambient conditions (aqueous medium, r.t. and a range of pH). The spontaneous hydrolysis is effected by an intramolecular-proton transfer and an intramolecular 5-exo-dig attack, but with a twist. In the case of beta-keto acids, the hydrolysis is mediated by the neighboring carboxylic acid group only at pH values less than 7, while in the case of gamma-keto-alcohols the hydrolysis is mediated by the neighboring hydroxyl group only at pH values greater than 7. The results, in combination with previous works, have implications for selective transformations of cyanide-initiated prebiotic systems chemistry.

Coordinan: Dr. Guillermo Delgado Lamas y Dr. Marcos Hernández Rodríguez.

 
Hecho en México, Instituto de Química, UNAM, todos los derechos reservados 2009 - 2016. Esta página puede ser reproducida con fines no lucrativos, siempre y cuando no se mutile, se cite la fuente completa y su dirección electrónica. De otra forma, requiere permiso previo por escrito de la institución. Circuito Exterior, Ciudad Universitaria, Delegación Coyoacán C.P. 04510, Cd de Mx. Tel. 5622 4420, y 5622 4426
Templates Joomla 1.7 by Wordpress themes free