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NMR study and AIM analysis for assignment of the two Z- and E-isomers in phosphorane containing a 2-thiazoline-2-thiol

Sayyed Mostafa Habibi-Khorassani, Ali Ebrahimi, Malek Taher Maghsoodlou, Zahra Ghahghayi, Hojjat Ghasempour

Triphenylphosphine reacts with dialkyl acetylenedicarboxylates in the presence of a SH-heterocyclic compound such as 2-thiazoline-2-thiol to generate stable phosphorus ylides. These stable ylides exist in solution as a mixture of the two geometrical isomers as a result of restricted rotation around the carbon-carbon particle double bond resulting fromconjugation of the ylide moiety with the adjacent carbonyl group. In the recent work, NMR study and the assignment of more stable Z- or E- isomers as the major form were investigated usingAIM method.