Spectroscopic investigation of the donor-acceptor interaction between o-phenylenediamine and tetracyanoethylene in dichloromethane.
The interaction between the electron donor o-phenylenediamine (o-phendn) and the pi-acceptor tetracyanoethylene (TCNE) has been investigated spectrophotometrically in dichloromethane at 25 degrees C. The results indicate that the reaction proceeds via two major steps. The formation of the 1:2 charge-transfer complex [(o-phendn)2, (TCNE)4] in which two o-phenylenediamine molecules undergoes slow N-substitution by one TCNE forming the final reaction product 2,2-di-o-aminoaniline-1,1-dicyanoethylene and 2HCN molecules. The reaction was studied using electronic, infrared, photometric titration and cyclic voltametric measurements. A general mechanism for the reactions is proposed.
Aljaber
Amina S
AS
Department of Chemistry and Earth Science, College of Art and Sciences, Qatar University, P.O. Box 2713, Doha, Qatar. a.s.aljaber@qu.edu.qa
Nour
El-Metwally
el-M
D004583:Electrons; D005030:Ethylenes / Q000737:chemistry*; D008752:Methylene Chloride / Q000737:chemistry*; D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry*; D010655:Phenylenediamines / Q000737:chemistry*; D013053:Spectrophotometry; D017186:Titrimetry
D005030:Ethylenes; D009570:Nitriles; D010655:Phenylenediamines; D008752:Methylene Chloride; C003393:tetracyanoethylene