100615-86-9Relevant academic research and scientific papers
KINETICS AND MECHANISM OF REACTIONS OF TRANS-ARYL β-CHLOROVINYL SULFIDES WITH AMINES
Popov, A. F.,Kravchenko, V. V.,Kotenko, A. A.
, p. 737 - 741 (2007/10/02)
The kinetics of the reaction of trans-p-nitrophenyl β-chlorovinyl sulfide with piperidine in a series of nonspecifically solvating solvents were investigated, and the activation parameters of the process were determined.The stereochemical result of the reaction ( the retention of the configuration of the initial substrate, the large negative value of the entropy of activation, and the high sensitivity to the polarity of the medium ) indicates an addition-elimination mechanism through a polar transition state.A comparison was made of the reactivities of β-halogenovinyl sulfides, sulfoxides, and sulfones in aminolysis reactions, and the effect of active groups at the β position of the vinyl system was assessed.
