Regiospecific topochemical reactions controlled by trifluoromethyl directing groups.
A parallel, offset-stacked orientation was found in the crystal packing of E,E-1,4-di(o-trifluoromethyl)phenyl-1,3-butadiene. UV-irradiation of the powered crystalline sample resulted in a quantitative conversion to a single [2 + 2] cycloaddition product.
Liu
Jin
J
Department of Chemistry, Murray State University, Murray, Kentucky 42071, USA. jin.liu@murraystate.edu
Boarman
Kelly Jo
KJ
D002070:Butadienes / Q000737:chemistry*; D018360:Crystallography, X-Ray; D003500:Cyclization; D008958:Models, Molecular; D015394:Molecular Structure; D013237:Stereoisomerism
C511190:1,4-di-(2-trifluoromethyl)phenyl-1,3-butadiene; D002070:Butadienes