92104-77-3Relevant academic research and scientific papers
THE EFFECT OF THE POSITION OF THE DOUBLE BOND ON THE MECHANISM OF INTRAMOLECULAR CYCLOALKYLATION OF 2,4-DIMETHYL-4-PHENYLPENTENES IN SULFURIC ACID
Sakhabutdinov, A. G.,Usmanova, A. G.,Frolov, P. A.,Zinchenko, S. V.,Shmidt, F. K.
, p. 1043 - 1047 (2007/10/02)
Hydrogen exchange during the intramolecular cycloalkylation of 2,4-dimethyl-4-phenyylpentenes in 85percent sulfuric acid was studied by NMR and mass spectrometry. It was shown on the basis of the distribution of deuterium in 1,1,3,3-tetramethylindane that during cyclization of the endo-chain olefin the obtained γ-phenylalkyl cation undergoes partial deprotonation with the formation of an isomeric olefin whereas protonation of the terminal double bond is accompanied by rapid alkylation of the aromatic ring.
