97187-90-1Relevant academic research and scientific papers
Secondary Steric Effects in Piperidinodebromination of Some 2-Bromo-4-R-5-nitrothiophene-3-carboxamides in Methanol
Consiglio, Giovanni,Arnone, Caterina,Spinelli, Domenico,Noto, Renato,Frenna, Vincenzo,et al.
, p. 523 - 526 (2007/10/02)
The rates of piperidinodebromination of some N-substituted 2-bromo-4-R-5-nitrothiophene-3-carboxamides (R = H and Me) have been measured in methanol.The kinetic data obtained, as well as the investigation of the restricted rotation about the C-N bond of the amino group of some of the above carboxamides by dynamic n.m.r. spectroscopy, have shown the occurrence of steric interactions which force the 3-carboxamido group to rotate about its bond with the aromatic ring.This causes a reduced activation and a kinetic secondary steric effect.
