Dual Fluorescence of 2-(4′-N,N-dimethylaminophenyl)pyrido [3,4-d]imidazole in a TritonX-100/n-Hexanol/Water Reverse Micelle in Cyclohexane: Effect of pH and Trifluoroacetic Acid

Krishnamoorthy, G.; Dogra, Sneh K.

doi:10.1006/jcis.2000.6931

Cited by 16 publications

(9 citation statements)

References 34 publications

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“…80 Therefore, it was interpreted that the TICT emission is induced in 43 by the planarization of the pyridoimidazole ring (acceptor) through the hydrogen bonding of protic solvents with the acceptor. [78][79][80] 2-(4 0 -N,N-Dimethylaminophenyl)imidazo [4,5-b]pyridine (44) also emits dual emission only in protic solvents. 81 The intensity ratio of TICT to normal emission is enhanced with increase in the protic nature of the solvent and decreased with viscosity of the solvent.…”

Section: Role Of Hydrogen Bonding With An Electron Acceptormentioning

confidence: 99%

The role of hydrogen bonding in excited state intramolecular charge transfer

Chipem

Mishra

Krishnamoorthy

2012

Phys. Chem. Chem. Phys.

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175

133

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Intramolecular charge transfer (ICT) that occurs upon photoexcitation of molecules is a vital process in nature and it has ample applications in chemistry and biology. The ICT process of the excited molecules is affected by several environmental factors including polarity, viscosity and hydrogen bonding. The effect of polarity and viscosity on the ICT processes is well understood. But, despite the fact that hydrogen bonding significantly influences the ICT process, the specific role of hydrogen bonding in the formation and stabilization of the ICT state is not unambiguously established. Some literature reports predicted that the hydrogen bonding of the solvent with a donor promotes the formation of a twisted intramolecular charge transfer (TICT) state. Some other reports stated that it inhibits the formation of the TICT state. Alternatively, it was proposed that the hydrogen bonding of the solvent with an acceptor favors the TICT state. It is also observed that a dynamic equilibrium is established between the free and the hydrogen bonded ICT states. This perspective focuses on the specific role played by hydrogen bonding of the solvent with the donor and the acceptor, and by proton transfer in the ICT process. The utility of such influence in molecular recognition and anion sensing is discussed with a few recent literature examples in the end.

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Section: Role Of Hydrogen Bonding With An Electron Acceptormentioning

confidence: 99%

The role of hydrogen bonding in excited state intramolecular charge transfer

Chipem

Mishra

Krishnamoorthy

2012

Phys. Chem. Chem. Phys.

Self Cite

175

133

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“…In nonpolar media certain surfactants assemble to form reverse micelles in which the polar head groups of the amphiphiles cluster to form a micelle core and hydrophobic tails are extended into the organic bulk phase. The reverse micelles so‐formed can solubilize a large quantity of water to form water pool in the center of the micelles 1. Reverse micelles of various kinds have been studied extensively,2 including those formed in supercritical solvents,3 and those with non‐aqueous polar domains 4.…”

Section: Introductionmentioning

confidence: 99%

Enhancement of the Solubilization Capacity of Water in Triton X‐100/Cyclohexane/Water System by Compressed Gases

Dong

Zhang

Han

et al. 2004

Chemistry A European J

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The effect of compressed CO2 and ethylene on the properties of Triton X-100/cyclohexane/water systems was studied at different temperatures and pressures. Surprisingly, it was discovered that the compressed gases had the functions of co-surfactants. At suitable pressures, the water-to-surfactant molar ratio (W0) was enhanced significantly by the dissolution of the gas in the solution. The microenvironment in the reverse micelles was investigated by UV-visible spectroscopy by using methyl orange (MO) as a probe. The influence of n-hexane, Na2CO3, NaHCO3, H2C2O4, and CaCl2 at various concentrations on the solubilization of water in the absence of compressed gases was also investigated in order to obtain some information about the mechanism of the interesting phenomenon. This new route to stabilize reverse micelles may have potential applications to other similar systems. Moreover, the results of this work provide some useful information to get insight into the mechanism of co-surfactants, because a conventional co-surfactant usually contains both polar group and hydrocarbon chain, and it is very difficult to clarify the functions these two groups, while the gases used in this work are small nonpolar molecules, which solely have the function of the hydrocarbon chain in a co-surfactant.

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“…But only single-exponential decays were observed from both normal and TICT emission. Gradual addition of water to Triton X-100 in cylohexane and n-hexanol results in a red-shift in the absorption spectra with a clear isosbestic point [78]. All these indicate the presence In the isolated condition, the semi-empirical calculations predict $32 between the phenyl ring and the pyridoimidazole ring and $16 between the phenyl ring and the dimethylamino group.…”

Section: Hydrogen Bonding With the Acceptor Moietymentioning

confidence: 90%

Hydrogen‐Bonding Effects on Intramolecular Charge Transfer

Krishnamoorthy

2010

Hydrogen Bonding and Transfer in the Excited State

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Dual Fluorescence of 2-(4′-N,N-dimethylaminophenyl)pyrido [3,4-d]imidazole in a TritonX-100/n-Hexanol/Water Reverse Micelle in Cyclohexane: Effect of pH and Trifluoroacetic Acid

Cited by 16 publications

References 34 publications

The role of hydrogen bonding in excited state intramolecular charge transfer

The role of hydrogen bonding in excited state intramolecular charge transfer

Enhancement of the Solubilization Capacity of Water in Triton X‐100/Cyclohexane/Water System by Compressed Gases

Hydrogen‐Bonding Effects on Intramolecular Charge Transfer

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