Atropoisomerism in Mono- and Diaryl-Substituted 4-Amino-2,6-lutidines

作者:Gorecki Marcin; Roszkowski Piotr*; Blachut Dariusz; Maurin Jan K; Budzianowski Armand; Frelek Jadwiga; Czarnocki Zbigniew
来源:European Journal of Organic Chemistry, 2016, 2016(17): 2966-2971.
DOI:10.1002/ejoc.201600456

摘要

The Suzuki-Miyaura reaction of 4-amino-3,5-dibromo-2,6-lutidine with various ortho-substituted phenylboronic acids resulted in the formation of a series of mono-and diarylated lutidines in the form of atropisomers. The absolute stereochemistry of the chiral compounds was established, in some cases, by X-ray crystal structure analysis and HPLC-ECD (ECD = electronic circular dichroism) in combination with time-dependent density functional theory (TDDFT) calculations.

  • 出版日期2016-6