GVB and POAV Analysis of Rehybridization and pi-Orbital Misalignment in Nonplanar Conjugated Systems.
01 January 1986
Nonplanar conjugated systems which contain formally sp(2) hybridized carbon atoms have assumed an ever increasing presence in organic chemistry. It has been customary to assess the pi-orbital misalignment in such systems by reporting the formal dihedral angles (tau) made by a pair of sigma-bonds across the double bonds. We have recently introduced the pi-orbital axis vector (POAV) analysis in order to provide a more accurate picture of the bonding in such systems, and it is now quite clear that the dislocations in pi-bonding in nonplanar conjugated organic systems are much smaller than hitherto realized - as a result of pi-orbital rehybridization.