Activation entropy, rather than enthalpy, governs anchimeric assistance in gas-phase water loss from O-protonated (S)-1-phenyl-2-propanol and (S)-2-phenyl-1-propanol. Conformational factors and electrostatic interactions are responsible for a gas-phase frontside phenyl-group participation, with an activation energy lower than that of the competing backside participation.
Wagner-Meerwein Rearrangements in the Gas Phase: Anchimeric Assistance to Acid-Induced Dissociation of Optically Active Phenylpropanols / Speranza, Maurizio; Filippi, Antonello. - In: CHEMISTRY-A EUROPEAN JOURNAL. - ISSN 0947-6539. - STAMPA. - 5:(1999), pp. 834-844. [10.1002/(SICI)1521-3765(19990301)5:3<834::AID-CHEM834>3.0.CO;2-G]
Wagner-Meerwein Rearrangements in the Gas Phase: Anchimeric Assistance to Acid-Induced Dissociation of Optically Active Phenylpropanols.
SPERANZA, Maurizio;FILIPPI, Antonello
1999
Abstract
Activation entropy, rather than enthalpy, governs anchimeric assistance in gas-phase water loss from O-protonated (S)-1-phenyl-2-propanol and (S)-2-phenyl-1-propanol. Conformational factors and electrostatic interactions are responsible for a gas-phase frontside phenyl-group participation, with an activation energy lower than that of the competing backside participation.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
