Spectroscopic characterization of charge-transfer complexes of morpholine with chloranilic and picric acids in organic media: crystal structure of bis(morpholinium 2,4,6-trinitrocyclohexanolate).
Electron donor-acceptor interaction of morpholine (morp) with chloranilic acid (cla) and picric acid (pa) as pi-acceptors was investigated spectrophotometrically and found to form stable charge-transfer (CT) complexes (n-pi*) of [(Hmorp)(2)(cla)] and [(Hmorp)(pa)](2). The donor site involved in CT interaction is morpholine nitrogen. These complexes are easily synthesized from the reaction of morp with cla and pa within MeOH and CHCl(3) solvents, respectively. (1)HNMR, IR, elemental analyses, and UV-vis techniques characterize the two morpholinium charge-transfer complexes. Benesi-Hildebrand and its modification methods were applied to the determination of association constant (K), molar extinction coefficient (epsilon). The X-ray crystal structure was carried out for the interpretation the predict structure of the [(Hmorp)(pa)](2) complex.
Refat
Moamen S
MS
Chemistry Department, Faculty of Science, Port Said, Suez Canal University, Egypt. msrefat@yahoo.com
El-Zayat
Lamia A
LA
Yeşilel
Okan Zafer
OZ
D016227:Benzoquinones / Q000737:chemistry*; D002725:Chloroform / Q000737:chemistry*; D018360:Crystallography, X-Ray; D003510:Cyclohexanes / Q000138:chemical synthesis / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D000432:Methanol / Q000737:chemistry*; D008956:Models, Chemical; D015394:Molecular Structure; D009025:Morpholines / Q000138:chemical synthesis / Q000737:chemistry*; D010851:Picrates / Q000737:chemistry*; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet
D016227:Benzoquinones; D003510:Cyclohexanes; D009025:Morpholines; D010851:Picrates; C548984:bis(morpholinium 2,4,6-trinitrocyclohexanolate); D002725:Chloroform; C037574:morpholine; C005858:picric acid; D000432:Methanol; C014400:chloranilic acid