Photostimulated reactions of 1-Haloadamantane and 9-Bromotriptycene with nucleophiles. A nucleophilic substitution by the SRN1 at the bridgehead position

PALACIOS S. M.; SANTIAGO A. N.; ROSSI R. A.

AMER CHEMICAL SOC

Año: 1984 vol. 49 p. 4609 - 4609

p class="MsoNormal" style="MARGIN: 0cm 0cm 0pt; mso-layout-grid-align: none">1-Haloadatnantanea and 9-bromotriptycene react under irradiation with diphenylphosphide and diphenylarsenide ions to give the substitution product in good yields. 1-Iodoadamantane (8) also reacts with disodium telluride and disodium selenide under irradiation to give di-1-adamantyl ditelluride and di-1-adamantyl diselenide, respectively. 9,10-Dibromotriptycene with diphenylphosphide gives a good yield of the disubstitution product. It seems that all these reactions occur by the SRNl mechanism. Substrate 8 reacts under irradiation with carban