Defense Date
12-22-2009
Graduation Date
Spring 2010
Availability
Immediate Access
Submission Type
thesis
Degree Name
MS
Department
Chemistry and Biochemistry
Committee Chair
Fraser Fleming
Committee Member
Bruce Beaver
Committee Member
Ellen Gawalt
Keywords
Metalated, Nitrile
Abstract
Two different strategies examine intramolecular cyclizations of chiral, metalated nitriles. Cyclizations onto allylic electrophiles through competitive SN2 or SN2' displacements have different trajectories reflecting the different conformations within the forming ring. Deuterium labeling with allylic electrophiles reveals an inherent preference for SN2 displacements reflecting the optimal orbital overlap for the two different geometries.
Format
Language
English
Recommended Citation
Lu, P. (2010). Complimentary Reactivity from C- And N- Metalated Nitriles (Master's thesis, Duquesne University). Retrieved from https://dsc.duq.edu/etd/839