Large electron acceptors for molecular metals: 13, 13, 14, 14-tetracyano-4, 5, 9, 10-tetrahydro-2, 7-pyrenoquinodimethane (TCNTP) anions of 13, 13, 14, 14- …

MR Maxfield, AN Bloch, DO Cowan

Index: Maxfield, MacRae; Bloch, Aaron N.; Cowan, Dwaine O. Journal of Organic Chemistry, 1985 , vol. 50, # 11 p. 1789 - 1796

Full Text: HTML

Citation Number: 26

Abstract

The acceptor, TCN”, prepared by oxidation of dimalonitrile VI11 or IX, is reversibly ionized by two one-electron reductions at a platinum electrode in butyronitrile with 0.1 M tetrabutylammonium tetrafluoroborate at half-wave potential ElI2 (1) red= 4.145 V and E1/*(2)= 4.449 V vs. an Ag/AgN03 reference electrode. Allylic bromination of metacyclophane I11 followed by treatment with sodium cyanide provides diacetonitrile VI, ...