Use of Hine's D Values To Predict the Position of the Equilibrium in the Cope Rearrangement of Multiply Substituted 1, 5-Dienes

JP Hagen, KD Lewis, SW Lovell, P Rossi…

Index: Hagen, James P.; Lewis, Kemberly D.; Lovell, Scott W.; Rossi, Paolo; Tezcan, Ayse Z. Journal of Organic Chemistry, 1995 , vol. 60, # 23 p. 7471 - 7478

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Citation Number: 7

Abstract

James P. Hagen,* Kemberly D. Lewis, Scott W. Lovell, Paolo Rossi, and Ayse Z. Tezcan ... Department of Chemistry, University of Nebraska at,Omaha, Omaha, Nebraska 68182-0109 ... A series of 1,5-dienes (la4 were employed to test whether Hine's D values can predict the position of equilibrium in Cope rearrangements. In the cases of the substituent pairs [OCH3, HI, CH3 I, [N(CH&, HI, [N(CH&, CH31, and [N(CH&, OCH31, equilibrium constants calculated with Hine's D ...