TY - JOUR
AU - Mayr, Herbert
AB - The kinetics of the reactions of maleic anhydride, N‐methylmaleimide, fumaronitrile, diethyl fumarate, and diethyl maleate with pyridinium and sulfonium ylides were studied in DMSO at 20 °C. All of the reactions were found to follow a second‐order rate law, and can be described by the linear free energy relationship log k2 (20 °C) = sN(N + E), where N and sN are solvent‐dependent nucleophile‐specific parameters, and E is an electrophile‐specific parameter. The electrophilicity parameters E of the investigated acceptor‐substituted alkenes were derived from the linear correlations of (log k2)/sN vs. N, and range from –19.8 to –11.1.
TI - Electrophilicities of 1,2‐Disubstituted Ethylenes
JF - European Journal of Organic Chemistry
DO - 10.1002/ejoc.201301779
DA - 2014-05-01
UR - https://www.deepdyve.com/lp/wiley/electrophilicities-of-1-2-disubstituted-ethylenes-EOcp8P1kjH
SP - 2956
EP - 2963
VL - 2014
IS - 14
DP - DeepDyve
ER -