In-Line Proximity Effects in Extended 7-Azanorbornanes. 1. A New Concept for Modifying Effector Group Separation Based on the Control of N-Invertomer Geometry.
Control of N-substituent geometry in fused 7-azanorbornane systems is based on the dominance of one proximate bridge (sentinel X) over the other (sentinel Y) relative to the N-bridge; the N-inversion equilibrium can effectively be displaced in favor of a single invertomer. This study has used a combination of synthesis, crystallography, and molecular modeling to establish stereostructures.
Butler
DN
Centre for Molecular Architecture, Central Queensland University, Rockhampton, Queensland, 4702, Australia, and Department of Chemistry, University of Leicester, Leicester, LE1 7RH, U.K.
Hammond
ML
Johnston
MR
Sun
G
Malpass
JR
Fawcett
J
Warrener
RN