Study of a novel reaction between N,N ′-diphenylthiourea and p-chloranil through a charge-transfer intermediate

Roy, Tridibranjan; Datta, Kakali; Nayek, Mrinal K.; Mukherjee, Asok K.; Banerjee, Manas; Seal, B. K.

doi:10.1039/a810008j

Cited by 36 publications

(13 citation statements)

References 18 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The CT complex has been implicated as intermediate in a variety of reactions of donor (D) and acceptor (A). For example, the interaction of 2,6-diaminopyridine with π-acceptors tetracyanoethylene, 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ), and tetrachloro-p-benzoquinone (chloranil) [3], N ,N -diphenylthiourea with chloranil [4] and crowns with DDQ [5] involves such intermediates. These CT complexes have been successfully applied to many interesting studies in chemical reactions such as aromatic hydrocarbons-fullerene-60 [6], anthracenes-7,7,8,8-tetracyanoquinodimethane (TCNQ) [7], and 9-phenylanthracene-TCNQ [8] systems.…”

Section: Introductionmentioning

confidence: 99%

Solvent effects on the spectrokinetic studies on the molecular complexes of dextromethorphan and atenolol drugs with DDQ

Pandeeswaran

Elango

2008

Int J of Chemical Kinetics

View full text Add to dashboard Cite

The kinetics and mechanism of the interaction between 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) and dextromethorphan and atenolol drugs has been investigated spectroscopically. In the presence of large excess of donor drug, the 1:1 charge transfer (CT) complex is transformed into a final product, which has been isolated and characterized by using FT-IR and GC-MS techniques. The rate of formation of product has been measured as a function of time in different solvents at three temperatures. The thermodynamic parameters, viz. activation energy, enthalpy, entropy, and free energy of activation were computed from temperature dependence of rate constants. On the basis of the spectrokinetic results, a plausible mechanism for the formation of the CT complex and its transformation into final product is presented and discussed. Cyclic voltammetric study supports the observed solvent effect on the extent of CT complexation and the rate with which it is converted into the product. C 2008

show abstract

Section: Introductionmentioning

confidence: 99%

Solvent effects on the spectrokinetic studies on the molecular complexes of dextromethorphan and atenolol drugs with DDQ

Pandeeswaran

Elango

2008

Int J of Chemical Kinetics

View full text Add to dashboard Cite

show abstract

“…The three solid CT-complexes formed in the reaction of 4DMAP with each of TCNE, TCNQ and TBCHD were prepared by the addition of a saturated solution of donor 4DMAP (75 ml) to a saturated solution of each acceptor TCNE, TCNQ and TBCHD (85 ml) in CHCl 3 .…”

Section: Preparation Of the Solid Ct-complexesmentioning

confidence: 99%

“…Charge-transfer complexes are known to take part in many chemical reactions like addition, substitution and condensation [1][2][3]. The molecular interactions between electron donors and acceptors are generally associated in the formation of intensity colored charge-transfer (CT) complexes which absorb radiation in the visible region.…”

Section: Introductionmentioning

confidence: 99%

Preparation, spectroscopic and thermal characterization of charge-transfer molecular complexes formed in the reaction of 4-dimethylaminopyridine with π-electron acceptors

Mostafa

Cieslinski

Bazzi

2015

Journal of Molecular Structure

View full text Add to dashboard Cite

“…A substantial amount of work has been carried out to correlate the change in rates of the reactions with the nature and properties of the solvent. In many instances the rate of reaction increases with increases in dielectric constant of the medium [25,26]. In other cases, a decrease in rate of reaction with increasing dielectric constant has been reported [27,28].…”

Section: Introductionmentioning

confidence: 97%

Spectrophotometric Investigation of the Charge–Transfer Interaction of 2,3-Dicyano-1,4-naphthoquinone with N-Ethylaniline in Chlorinated Solvents

et al. 2012

View full text Add to dashboard Cite

The charge-transfer interaction between 2,3-dicyano-1,4-naphthoquinone (DCNQ) and N-ethylaniline was studied in the halocarbons chloroform and dichloromethane and a 1:1 (v/v) mixture of these two solvents. A rapid interaction between DCNQ and N-ethylaniline results in the formation of the monosubstituted final product. The reaction is found to proceed through an initial charge-transfer (CT) complex intermediate. The equilibrium constants of the π-complex, in all the three media, were evaluated along with firstorder and second-order rate constants for the appearance and disappearance of the π-and σ -complexes. The final product was isolated and characterized by IR, NMR and elemental analysis. Based on the kinetic results a mechanism was proposed for the reaction.

show abstract

Study of a novel reaction between N,N ′-diphenylthiourea and p-chloranil through a charge-transfer intermediate

Cited by 36 publications

References 18 publications

Solvent effects on the spectrokinetic studies on the molecular complexes of dextromethorphan and atenolol drugs with DDQ

Solvent effects on the spectrokinetic studies on the molecular complexes of dextromethorphan and atenolol drugs with DDQ

Preparation, spectroscopic and thermal characterization of charge-transfer molecular complexes formed in the reaction of 4-dimethylaminopyridine with π-electron acceptors

Spectrophotometric Investigation of the Charge–Transfer Interaction of 2,3-Dicyano-1,4-naphthoquinone with N-Ethylaniline in Chlorinated Solvents

Contact Info

Product

Resources

About