Time-resolved fluorescence spectroscopy of solvatochromic 2,3-diarylindenes

Su Lin; Walter S. Struve; Gregory M. Anstead; John A. Katzenellenbogen

doi:10.1021/j100163a008

Time-resolved fluorescence spectroscopy of solvatochromic 2,3-diarylindenes

Su Lin, Walter S. Struve, Gregory M. Anstead, John A. Katzenellenbogen

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3 Scopus citations

Abstract

The fluorescence decay kinetics of the Stokes-shifted emission bands in two strongly solvatochromic diarylindenes, 2-(3-nitrophenyl)-3-(4-methoxyphenyl)-6-methoxyindene (1) and 2-(4-nitrophenyl)-3-(4-methoxyphenyl)-6-methoxyindene (2) have been investigated through time-correlated photon counting in several solvents with varying polarity. Neither of the indenes exhibits single-exponential decay. The 1/e emission lifetimes of indene 2 (which exhibits smaller fluorescence Stokes shifts than indene 1) are typically ∼3 ns and vary little with solvent polarity. The corresponding lifetimes for indene 1 (which displays exceptionally large emission Stokes shifts of 11 000-16 000 cm^-1) are strongly solvent-dependent, varying from several nanoseconds in nonpolar solvents to several hundred picoseconds in polar solvents. The lifetime trend in indene 1 is consistent with S₁-S₀ nonradiative decay in a twisted intramolecular charge-transfer (TICT) state across an energy gap whose width is controlled by the solvent polarity.

Original language	English (US)
Pages (from-to)	3919-3923
Number of pages	5
Journal	Journal of Physical Chemistry
Volume	95
Issue number	10
DOIs	https://doi.org/10.1021/j100163a008
State	Published - 1991
Externally published	Yes

ASJC Scopus subject areas

General Engineering
Physical and Theoretical Chemistry

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@article{fe77b7a5b23c483c98aef28b6f7501dd,

title = "Time-resolved fluorescence spectroscopy of solvatochromic 2,3-diarylindenes",

abstract = "The fluorescence decay kinetics of the Stokes-shifted emission bands in two strongly solvatochromic diarylindenes, 2-(3-nitrophenyl)-3-(4-methoxyphenyl)-6-methoxyindene (1) and 2-(4-nitrophenyl)-3-(4-methoxyphenyl)-6-methoxyindene (2) have been investigated through time-correlated photon counting in several solvents with varying polarity. Neither of the indenes exhibits single-exponential decay. The 1/e emission lifetimes of indene 2 (which exhibits smaller fluorescence Stokes shifts than indene 1) are typically ∼3 ns and vary little with solvent polarity. The corresponding lifetimes for indene 1 (which displays exceptionally large emission Stokes shifts of 11 000-16 000 cm-1) are strongly solvent-dependent, varying from several nanoseconds in nonpolar solvents to several hundred picoseconds in polar solvents. The lifetime trend in indene 1 is consistent with S1-S0 nonradiative decay in a twisted intramolecular charge-transfer (TICT) state across an energy gap whose width is controlled by the solvent polarity.",

author = "Su Lin and Struve, {Walter S.} and Anstead, {Gregory M.} and Katzenellenbogen, {John A.}",

year = "1991",

doi = "10.1021/j100163a008",

language = "English (US)",

volume = "95",

pages = "3919--3923",

journal = "Journal of Physical Chemistry",

issn = "0022-3654",

publisher = "American Chemical Society",

number = "10",

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TY - JOUR

T1 - Time-resolved fluorescence spectroscopy of solvatochromic 2,3-diarylindenes

AU - Lin, Su

AU - Struve, Walter S.

AU - Anstead, Gregory M.

AU - Katzenellenbogen, John A.

PY - 1991

Y1 - 1991

N2 - The fluorescence decay kinetics of the Stokes-shifted emission bands in two strongly solvatochromic diarylindenes, 2-(3-nitrophenyl)-3-(4-methoxyphenyl)-6-methoxyindene (1) and 2-(4-nitrophenyl)-3-(4-methoxyphenyl)-6-methoxyindene (2) have been investigated through time-correlated photon counting in several solvents with varying polarity. Neither of the indenes exhibits single-exponential decay. The 1/e emission lifetimes of indene 2 (which exhibits smaller fluorescence Stokes shifts than indene 1) are typically ∼3 ns and vary little with solvent polarity. The corresponding lifetimes for indene 1 (which displays exceptionally large emission Stokes shifts of 11 000-16 000 cm-1) are strongly solvent-dependent, varying from several nanoseconds in nonpolar solvents to several hundred picoseconds in polar solvents. The lifetime trend in indene 1 is consistent with S1-S0 nonradiative decay in a twisted intramolecular charge-transfer (TICT) state across an energy gap whose width is controlled by the solvent polarity.

AB - The fluorescence decay kinetics of the Stokes-shifted emission bands in two strongly solvatochromic diarylindenes, 2-(3-nitrophenyl)-3-(4-methoxyphenyl)-6-methoxyindene (1) and 2-(4-nitrophenyl)-3-(4-methoxyphenyl)-6-methoxyindene (2) have been investigated through time-correlated photon counting in several solvents with varying polarity. Neither of the indenes exhibits single-exponential decay. The 1/e emission lifetimes of indene 2 (which exhibits smaller fluorescence Stokes shifts than indene 1) are typically ∼3 ns and vary little with solvent polarity. The corresponding lifetimes for indene 1 (which displays exceptionally large emission Stokes shifts of 11 000-16 000 cm-1) are strongly solvent-dependent, varying from several nanoseconds in nonpolar solvents to several hundred picoseconds in polar solvents. The lifetime trend in indene 1 is consistent with S1-S0 nonradiative decay in a twisted intramolecular charge-transfer (TICT) state across an energy gap whose width is controlled by the solvent polarity.

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U2 - 10.1021/j100163a008

DO - 10.1021/j100163a008

M3 - Article

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EP - 3923

JO - Journal of Physical Chemistry

JF - Journal of Physical Chemistry

IS - 10

ER -

Time-resolved fluorescence spectroscopy of solvatochromic 2,3-diarylindenes

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