Synthesis and spectroscopic studies of the charge transfer complexes of 2- and 3-aminopyridine.
The interactions of the electron donors 2-aminopyridine (2APY) and 3-aminopyridine (3APY) with the pi-acceptors tetracyanoethylene (TCNE), 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ), 2-chloro-1,3,5-trinitrobenzene (picryl chloride, PC), and 2,3,5,6-tetrachloro-1,4-benzoquinone (chloranil) were studied spectrophotometrically in chloroform at room temperature. The electronic and infrared spectra of the formed molecular charge transfer (CT) complexes were recorded. Photometric titration showed that the stoichiometries of the reactions were fixed and depended on the nature of both the donor and the acceptor. The molecular structures of the CT-complexes were, however, independent of the position of the amino group on the pyridine ring and were formulated as [(APY)(TCNE)], [(APY)(DDQ)], [(APY)(PC)], and [(APY) (chloranil)]. The formation constants (K(CT)), charge transfer energy (E(CT)) and molar extinction coefficients (epsilon(CT)) of the formed CT-complexes were obtained.
Mostafa
Adel
A
Department of Chemistry, Texas A&M University at Qatar, Doha, Qatar.
Bazzi
Hassan S
HS
D000042:Absorption; D000631:Aminopyridines / Q000737:chemistry*; D016227:Benzoquinones / Q000737:chemistry / Q000494:pharmacology; D002703:Chloranil / Q000737:chemistry / Q000494:pharmacology; D004563:Electrochemistry; D005030:Ethylenes / Q000737:chemistry / Q000494:pharmacology; D046911:Macromolecular Substances / Q000138:chemical synthesis* / Q000737:chemistry; D008954:Models, Biological; D009570:Nitriles / Q000737:chemistry / Q000494:pharmacology; D010853:Picryl Chloride / Q000737:chemistry / Q000494:pharmacology; D013053:Spectrophotometry; D013057:Spectrum Analysis / Q000379:methods; D013816:Thermodynamics; D017186:Titrimetry
D000631:Aminopyridines; D016227:Benzoquinones; D005030:Ethylenes; D046911:Macromolecular Substances; D009570:Nitriles; D002703:Chloranil; C004532:quinone; C031283:3-aminopyridine; C003393:tetracyanoethylene; C032439:alpha-aminopyridine; D010853:Picryl Chloride