2-Norbornyl ion-pair leakage in electrophilic addition of HCl to nortricyclene and norbornene.
Ion pair "leakage" pathways, located computationally by means of multidimensional potential energy surface scans, rationalize the unsymmetrical D-label scrambling observed experimentally in the DCl addition products of nortricyclene and norbornene. "Classical" addition transition structures can interconvert ("leak") to symmetrical nonclassical 2-norbornyl ion pair species, either TS's or a minimum, before products form.
Kong
Jing
J
Key Laboratory for Green Chemical Technology of Ministry of Education, School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072, China.
Roy
Debjani
D
Lenoir
Dieter
D
Zhang
Xiangwen
X
Zou
Ji-jun
JJ
Schleyer
Paul von Ragué
Pv