Abstract
Solvent and temperature effects on facial diastereoselectivity of nucleophilic addition have been long observed but often neglected. Temperature dependent measurements according to the modified Eyring equation allow the evaluation of stereoselectivity in terms of differential enthalpy and entropy of activation, and demonstrate the paramount importance of entropic contribution in directing the facial diastereoselectivity. Even the reaction solvent proved to be important in determining the isomer ratio. In many cases Eyring plots show a non-linear behavior consisting of two linear regions intersecting at a point called the inversion temperature (Tinv) which, for the same reaction, depends on the nature of the solvent and correlates with their melting points. We propose that Tinv is the temperature value for the interconversion between two different solvation clusters which should behave like two different molecules.
Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
