Theoretical and Experimental Studies of N,N-Dimethyl-N′-Picryl-4,4′-Stilbenediamine

Vladislav Papper; Yuanyuan Wu; Vladimir Kharlanov; Ayrine Sukharaharja; Terry W.J. Steele; Robert S. Marks

doi:10.1007/s10895-014-1425-9

Theoretical and Experimental Studies of N,N-Dimethyl-N′-Picryl-4,4′-Stilbenediamine

Vladislav Papper, Yuanyuan Wu, Vladimir Kharlanov, Ayrine Sukharaharja, Terry W.J. Steele, Robert S. Marks

Department of Biotechnology Engineering

Ben-Gurion University of the Negev

Research output: Contribution to journal › Article › peer-review

Abstract

N,N-dimethyl-N′-picryl-4,4′-stilbenediamine (DMPSDA) was prepared, purified and crystallised in a form of black lustrous crystals, and its absorption and fluorescence spectra were recorded in cyclohexane, acetonitrile and dimethyl sulfoxide. Non-emissive intramolecular charge transfer state (ICT) was clearly observed in this molecule in all three solvents. Theoretical calculations demonstrating a betaine electronic structure of the trinitrophenyl group in the ground state of the molecule and a charge transfer nature of the long wavelength transition S₀ → S₁ supported the experimental observations of the ICT formation in the molecule.

Original language	American English
Pages (from-to)	13-19
Number of pages	7
Journal	Journal of Fluorescence
Volume	28
Issue number	1
DOIs	https://doi.org/10.1007/s10895-014-1425-9
State	Published - 1 Jan 2018

Keywords

Fluorescence
Intramolecular charge transfer

All Science Journal Classification (ASJC) codes

Biochemistry
Clinical Psychology
Social Sciences (miscellaneous)
Sociology and Political Science
Spectroscopy
Clinical Biochemistry
Law

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10.1007/s10895-014-1425-9

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title = "Theoretical and Experimental Studies of N,N-Dimethyl-N′-Picryl-4,4′-Stilbenediamine",

abstract = "N,N-dimethyl-N′-picryl-4,4′-stilbenediamine (DMPSDA) was prepared, purified and crystallised in a form of black lustrous crystals, and its absorption and fluorescence spectra were recorded in cyclohexane, acetonitrile and dimethyl sulfoxide. Non-emissive intramolecular charge transfer state (ICT) was clearly observed in this molecule in all three solvents. Theoretical calculations demonstrating a betaine electronic structure of the trinitrophenyl group in the ground state of the molecule and a charge transfer nature of the long wavelength transition S0 → S1 supported the experimental observations of the ICT formation in the molecule.",

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doi = "10.1007/s10895-014-1425-9",

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T1 - Theoretical and Experimental Studies of N,N-Dimethyl-N′-Picryl-4,4′-Stilbenediamine

AU - Papper, Vladislav

AU - Wu, Yuanyuan

AU - Kharlanov, Vladimir

AU - Sukharaharja, Ayrine

AU - Steele, Terry W.J.

AU - Marks, Robert S.

PY - 2018/1/1

Y1 - 2018/1/1

N2 - N,N-dimethyl-N′-picryl-4,4′-stilbenediamine (DMPSDA) was prepared, purified and crystallised in a form of black lustrous crystals, and its absorption and fluorescence spectra were recorded in cyclohexane, acetonitrile and dimethyl sulfoxide. Non-emissive intramolecular charge transfer state (ICT) was clearly observed in this molecule in all three solvents. Theoretical calculations demonstrating a betaine electronic structure of the trinitrophenyl group in the ground state of the molecule and a charge transfer nature of the long wavelength transition S0 → S1 supported the experimental observations of the ICT formation in the molecule.

AB - N,N-dimethyl-N′-picryl-4,4′-stilbenediamine (DMPSDA) was prepared, purified and crystallised in a form of black lustrous crystals, and its absorption and fluorescence spectra were recorded in cyclohexane, acetonitrile and dimethyl sulfoxide. Non-emissive intramolecular charge transfer state (ICT) was clearly observed in this molecule in all three solvents. Theoretical calculations demonstrating a betaine electronic structure of the trinitrophenyl group in the ground state of the molecule and a charge transfer nature of the long wavelength transition S0 → S1 supported the experimental observations of the ICT formation in the molecule.

KW - Fluorescence

KW - Intramolecular charge transfer

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U2 - 10.1007/s10895-014-1425-9

DO - 10.1007/s10895-014-1425-9

M3 - Article

SN - 1053-0509

VL - 28

SP - 13

EP - 19

JO - Journal of Fluorescence

JF - Journal of Fluorescence

IS - 1

ER -

Theoretical and Experimental Studies of N,N-Dimethyl-N′-Picryl-4,4′-Stilbenediamine

Abstract

Keywords

All Science Journal Classification (ASJC) codes

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