An interplay in the regioselectivity induced by non bonding interactions, in the ene reactions of singlet oxygen and triazolinediones with tetrasubstituted alkenes
An interplay in the regioselectivity induced by non bonding interactions, in the ene reactions of singlet oxygen and triazolinediones with tetrasubstituted alkenes
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Elemes, Y.
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Πανεπιστήμιο Ιωαννίνων. Σχολή Θετικών Επιστημών. Τμήμα Χημείας
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Elemes, Y.
(EN)
The ene reactions of N-phenyl-1,2,4-triazoline-3,5-dione (PTAD) and singlet oxygen (O-1(2)) with tetrasubstituted alkenes, follow regioselectivity trends governed mainly by 1,3-non bonded interactions (type I) for the case of PTAD, and mainly by the steric hindrance caused during the formation of the new double bond (type II) for the case of O-1(2). The results are explained hi terms of a ''late'' product forming transition state of hydrogen abstraction for triazolinediones and an ''early'' transition st;lte for the analogous singlet oxygen reaction. (C) 1997 Elsevier Science Ltd.
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