Unexpected dual orbital effects in radical addition reactions involving acyl, silyl and related radicals.
Molecular orbital calculations reveal that acyl and silyl radicals add to numerous types of pi-systems through simultaneous SOMO-LUMO and LUMO-HOMO interactions of the radical with the radicalophile respectively.
Schiesser
Carl H
CH
School of Chemistry, The University of Melbourne, Victoria, Australia.
Matsubara
Hiroshi
H
Ritsner
Ina
I
Wille
Uta
U
D000215:Acylation; D005609:Free Radicals / Q000737:chemistry; D007097:Imines / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure; D012821:Silanes / Q000737:chemistry*
D005609:Free Radicals; D007097:Imines; D012821:Silanes