Photostimulated Reaction of 1-Halo- and 1,4-Dihalobicyclo[2.2.2]octanes

SANTIAGO A. N.; IYER S. V.; ADCOCK W.; ROSSI R. A.

AMER CHEMICAL SOC

Año: 1988 vol. 53 p. 3016 - 3016

p class="MsoNormal" style="MARGIN: 0cm 0cm 0pt; mso-layout-grid-align: none">The reaction of l-iodobicyclo[2.2.2]octane (5) with diphenylphosphide ions (6) in liquid ammonia gives in 20min of irradiation and after oxidation of the reaction product good yields of (bicyclo[2.2.2]&l-yl)diphenylphosphine oxide (8). Although there is some reaction under dark conditions, the reaction is light catalyzed and inhibited by p-dinitrobenzene, a good inhibitor of Sml reactions. However, l-chlorobicyclo[2.2.2]octane (9) does not react under the same reaction conditions (240 min of irradiation). l-Chloro-4-iodobicyclo[2.2.2]