17883-61-3Relevant academic research and scientific papers
Direct spectroscopic evidence of hyperconjugation unveils the conformational landscape of hydrazides
Gloaguen, Eric,Brenner, Valrie,Alauddin, Mohammad,Tardivel, Benjamin,Mons, Michel,Zehnacker-Rentien, Anne,Declerck, Valrie,Aitken, David J.
, p. 13756 - 13759 (2014)
The stereochemistry of hydrazides makes them especially interesting as building blocks for molecular design. An exhaustive conformational analysis of three model hydra-zides was conducted in a conformer-selective approach by using a combination of high-level quantum chemistry calculations and vibrational spectroscopy in the gas phase and in solution. The NH stretch frequency was found to be highly sensitive to hyper conjugation, thus making it an efficient probe of the conformation of the neighboring nitrogen atom. This property greatly assisted the identification of the isomers observed experimentally in the conformer pool. A rationalization of the hydrazide conformational landscape is proposed, therefore paving the way for a better characterization of secondary structures in larger systems.
