New insight into experimental and theoretical properties of some para-like substituted 2-azidothiophenes

@inproceedings{Valenti1999NewII,
  title={New insight into experimental and theoretical properties of some para-like substituted 2-azidothiophenes},
  author={Francesco Valenti and Paolo Zanirato},
  year={1999}
}
The para-like substituent effect on the thermolysis of a number of 5-substituted (-Me, -SiMe3, -COMe, COCF3) 2-azidothiophenes 1a–4a is investigated experimentally and at the AM1 and RHF/6-31G* + ZPE levels of theory. Calculated structures located along the reaction coordinate from the reactant azides 1a–4a show that the extrusion of the N2 molecule is the rate determining step of the process and leads to neutral ring-opened 4-cyano-1-heterodiene products 1c–4c in a concerted manner. The… CONTINUE READING