96245-40-8Relevant academic research and scientific papers
Effect of High Pressure on the Cycloaddition of Difluoroallene and (Z)-β-Deuteriostyrene
Dolbier, William R.,Weaver, Sarah L.
, p. 711 - 715 (2007/10/02)
1,1-Difluoroallene and (Z)-β-deuteriostyrene undergo a cycloaddition to form two regioisomeric products, (Z)- and (E)-4-deuterio-2,2-difluoro-3-phenyl-1-methylenecyclobutane, 1 (major), and (Z)- and (E)-2-deuterio-3-phenyl-1-(difluoromethylene)cyclobutane, 2 (minor), each with different degrees of stereochemical retention.The imposition of high pressure (2-13 kbar) on the reaction alters both the regioselectivity and the stereoselectivity on the reaction significantly, decreasing the former und increasing the latter.A mechanism involving two kinetically distinct diradical intermediates is proposed to rationalize the results.
