84803-28-1Relevant academic research and scientific papers
RELATIVE REACTIVITIES OF ALKENES TOWARD THE DIPHENYLMETHYL CATION
Mayr, Herbert,Pock, Rudolf
, p. 2155 - 2158 (1983)
The relative reactivities of alkyl and phenyl substituted alkenes toward diphenylmethyl chloride/ZnCl2/Et2O in dichloromethane at -78 deg C have been determined by competition experiments.The transition state structure is discussed.
Relative Reactivities of Alkyl-Substituted Alkenes and Cycloalkenes towards Diarylcarbenium Ions
Mayr, Herbert,Pock, Rudolf
, p. 2473 - 2496 (2007/10/02)
The relative reactivities of alkyl-substituted alkenes 4 towards diarylmethyl cations 2 generated in situ from diarylmethyl chlorides 1 and Lewis acids were determined by competition experiments.The relative reactivities were almost independent of the nature of the Lewis acid. Eventual differences of the solvation free enthalpies of various activated complexes are, therefore, independent of the nature of the gegen ions.The rate acceleration by methyl groups - 6-50 by CH3 at the attacked vinylic position and approximately 104 at the developing carbenium centre - indicates a scarcely bridged transition state.
Scope and Limitations of Aliphatic Friedel-Crafts Alkylations. Lewis Acid Catalyzed Addition Reactions of Alkyl Chlorides to Carbon-Carbon Double Bonds
Mayr, Herbert,Striepe, Wilhelm
, p. 1159 - 1165 (2007/10/02)
Lewis acid catalyzed addition reactions of alkyl halides 1 with unsaturated hydrocarbons 2 have been studied. 1:1 addition products 3 are formed if the addends 1 dissociate faster than the corresponding products 3; otherwise, polymerization of 2 takes place.For reaction conditions under which 1 and 3 exist mainly undissociated, solvolysis constants of model compounds can be used to predict the outcome of any such addition reactions if systems with considerable steric hindrance are excluded.
