Spectroscopic studies on [(DD18C6H2)(HPA)2](PA)2 and [(DD18C6H2)(DDQ)2](DDQH)2 formed in the reaction of N,N'-dibenzyl-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane with HPA and DDQ.
The interaction of the mixed oxygen-nitrogen cyclic base, N,N'-dibenzyl-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane (DD18C6) with pi-acceptors such as picric acid (HPA) and 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) has been studied spectrophotometrically in chloroform at 25 degrees C. The results obtained indicate the formation of 1:4 charge-transfer complexes with the general formula (DD18C6)(acceptor)4. The electronic and infrared spectra of charge-transfer complexes along with the (1)H NMR spectra were recorded and discussed. Based on the data obtained, the complexes were formulated as [(DD18C6H2)(HPA)2](PA)2 and [(DD18C6H2)(DDQ)2](DDQH)2. A general mechanism explaining the formation of the DDQ complex has been suggested.
Teleb
Said M
SM
Department of Chemistry, Faculty of Science, Zagazig University, Zagazig, Egypt.
Gaballa
Akmal S
AS
Elmosallamy
M A F
MA
Nour
El-Metwally
el-M
D001372:Aza Compounds / Q000737:chemistry*; D016227:Benzoquinones / Q000737:chemistry*; D004583:Electrons; D006573:Heterocyclic Compounds, 1-Ring / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010851:Picrates / Q000737:chemistry*; D013055:Spectrophotometry, Infrared; D017186:Titrimetry
D001372:Aza Compounds; D016227:Benzoquinones; D006573:Heterocyclic Compounds, 1-Ring; C498101:N,N'-dibenzyl-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane; D010851:Picrates; C000928:dichlorodicyanobenzoquinone; C005858:picric acid