An efficient computational model to predict the synthetic utility of heterocyclic arynes.
Think before you act: a computational approach is reported for evaluating the synthetic potential of heterocyclic arynes. Routine and rapid calculations of arene dehydrogenation energies and aryne angle distortion predict the likelihood that a given hetaryne can be generated, as well as the degree of regioselectivity expected in a reaction between a given hetaryne and a nucleophilic trapping agent.
Department of Chemistry and Biochemistry, University of California, Los Angeles, 90095, USA.
Adam E
AE
Goetz
Sarah M
SM
Bronner
Jordan D
JD
Cisneros
Joshua M
JM
Melamed
Robert S
RS
Paton
K N
KN
Houk
Neil K
NK
Garg
D020650:Combinatorial Chemistry Techniques; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D006571:Heterocyclic Compounds