Organic glass-forming materials: 1, 3, 5-tris (naphthyl) benzene derivatives

PA Bonvallet, CJ Breitkreuz, YS Kim…

Index: Bonvallet, Paul A.; Breitkreuz, Caroline J.; Yong, Seol Kim; Todd, Eric M.; Traynor, Katherine; Fry, Charles G.; Ediger; McMahon, Robert J. Journal of Organic Chemistry, 2007 , vol. 72, # 26 p. 10051 - 10057

Full Text: HTML

Citation Number: 29

Abstract

The organic glass-forming materials 1, 3-bis (1-naphthyl)-5-(2-naphthyl) benzene (2) and its partially deuterated analogue, 1, 3-bis (1-naphthyl-d 7)-5-(2-naphthyl) benzene (2-d 14), have been synthesized on a gram scale using Suzuki coupling reactions. Detailed spectroscopic studies afford complete NMR assignments (1H, 2H, 13C) for both compounds. Modest energy barriers for the interconversion of atropisomers (ca. 15 kcal/mol) result in a ...