SPECTROSCOPIC AND THERMAL STUDIES ON CHARGE-TRANSFER COMPLEXES OF PERHYDROISOQUINOLINE WITH p-CHLORANIL, 2,3-DICHLORO-5,6-DICYANO-1,4-BENZOQUINONE, AND 7,7',8,8'-TETRACYANOQUINODIMETHANE

摘要

Charge-transfer interactions of perhydroisoquinoline (PHIQ) with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ), p-chloranil (CHL), and 7,7',8,8'-tetracyanoquinodimethane (TCNQ) in chloroform as a solvent have resulted in stable complexes with a general formula [(PHIQ)(acceptor)] with a molar ratio of 1:1 (donor:acceptor). Elemental (C, H, N) and thermogravimetric (TGA/DTG) analyses, photometric titration, and electronic, infrared, and ~1H NMR spectra were used to give an idea of the charge-transfer interaction between donating and accepting sites. The Benesi-Hildebrand method and its modification were used to determine an association constant (K) and a molar extinction coefficient (ε).