EVIDENCE AGAINST THE REACTIVE ROTAMER EXPLANATION OF THE GEM-DIALKYL EFFECT

Authors
PARRILL AL DOLATA DP
Citation
Al. Parrill et Dp. Dolata, EVIDENCE AGAINST THE REACTIVE ROTAMER EXPLANATION OF THE GEM-DIALKYL EFFECT, Tetrahedron letters, 35(40), 1994, pp. 7319-7322
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
40
Year of publication
1994
Pages
7319 - 7322
Database
ISI
SICI code
0040-4039(1994)35:40<7319:EATRRE>2.0.ZU;2-#
Abstract
Acceleration of intramolecular reaction rates with increasing substitu tion has been known for a long time. The most common explanation used for this phenomenon is the 'Reactive Rotamer Effect' which states that ''The ring closure reaction proceeds at a greater rate on geminal (or alkyl) substitution because of the resultant decrease in unprofitable rotamer distribution''.(1) This research presents evidence against th is explanation and suggests an alternate explanation for the cause of the gem-dialkyl effect.