1429862-75-8Relevant academic research and scientific papers
Atropisomers of arylmaleimides: Stereodynamics and absolute configuration
Ambrogi, Martina,Ciogli, Alessia,Mancinelli, Michele,Ranieri, Silvia,Mazzanti, Andrea
, p. 3709 - 3719 (2013/05/22)
4-Aryl-3-bromo-N-benzylmaleimides and 3,4-biaryl-N-benzylmaleimides have been synthesized by a modified Suzuki cross-coupling reaction from 3,4-dibromo-N-benzylmaleimide. The conformational studies by dynamic NMR and DFT calculations showed that the interconversion barrier between the two available skewed conformations is under steric control. When the aryl group was a 2-methylnaphthyl, thermally stable atropisomers were isolated by enantioselective HPLC and their absolute configurations were assigned by TD-DFT simulations of the ECD spectra.
