A. Casy, R. R. Ison
1969
Citations
0
Influential Citations
6
Citations
Journal
Tetrahedron
Abstract
Abstract Acid-catalysed elimination of 2-t-butyl-4-dimethylamino-1-phenylbutan-2-ol and its o -chloro analogue yield ternary mixtures of 2-t-butyl-4-dimethylamino-1-arylbutenes (one but-1- and two but-2-enes). In each case the t-butyl PMR signal of one of the but-2-enes forms a sharp 9 proton singlet while that of the other isomer displays a sharp 6 plus a broad 3 proton singlet. These and other PMR differences are interpreted in terms of probable conformations and allow tentative configurational assignments to bemade.