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Isoselective Relationship for the Stereoselectivity of the Transfer of Hydrogen Atoms to Cyclic Alkyl Radicals
Author(s) -
Giese Bernd,
Farshchi Hassan,
Hartmanns Jörg,
Metzger Jürgen O.
Publication year - 1991
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199106001
Subject(s) - radical , chemistry , stereoselectivity , selectivity , alkyl , medicinal chemistry , stereochemistry , catalysis , organic chemistry
An isoselectivity relationship despite variation of two reaction partners was found for H transfer to the radicals 1 . The isoselectivity point is characterized by T iso = 750 K and ( Z ) ‐2 /( E ) ‐2 = 0.72 ± 0.07 (X = O, PhN; R′ = Me, n ‐C 6 H 13 , PhCH 2 , c ‐C 6 H 11 , PhCH(Me); RH = Bu 3 SnH, PhMe, PhEt, c ‐C 6 H 12 ). Thus, control of the selectivity of such product‐forming reaction steps is possible by, for example, variation of the β substituents of the H donor and the reaction temperature.