Formation and behavior of intramolecular N-(styrylalkyl)aniline exciplexes

Frederick D Lewis; Jill M. Wagner-Brennan; Alan M. Miller

doi:10.1139/cjc-77-5-6-595

Formation and behavior of intramolecular N-(styrylalkyl)aniline exciplexes

Frederick D Lewis^*, Jill M. Wagner-Brennan, Alan M. Miller

^*Corresponding author for this work

Chemistry

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

20 Scopus citations

Abstract

The photophysical and photochemical behavior of several aniline spacer - styrene molecules in which the spacer is a short polymethylene chain has been investigated. Long wavelength excitation selectively excites the aniline chromophore which undergoes intramolecular quenching by the styrene to yield an intramolecular exciplex. Exciplex fluorescence is observed for both of the tertiary anilines investigated and for one of the three secondary anilines. More rapid exciplex formation in nonpolar vs. polar solvents is attributed to the necessity of desolvating the polar aniline singlet in polar solvents. Intramolecular adduct formation is the major photochemical process for the secondary anilines, but is highly inefficient for the tertiary anilines. The behavior of the intramolecular aniline-styrene exciplexes is compared to that of the styrene-amine exciplexes previously investigated in this laboratory.

Original language	English (US)
Pages (from-to)	595-604
Number of pages	10
Journal	Canadian Journal of Chemistry
Volume	77
Issue number	5-6
DOIs	https://doi.org/10.1139/cjc-77-5-6-595
State	Published - Jan 1 1999

Keywords

Aniline
Fluorescence
Intramolecular exciplex
Styrene

ASJC Scopus subject areas

Catalysis
Chemistry(all)
Organic Chemistry

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10.1139/cjc-77-5-6-595

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abstract = "The photophysical and photochemical behavior of several aniline spacer - styrene molecules in which the spacer is a short polymethylene chain has been investigated. Long wavelength excitation selectively excites the aniline chromophore which undergoes intramolecular quenching by the styrene to yield an intramolecular exciplex. Exciplex fluorescence is observed for both of the tertiary anilines investigated and for one of the three secondary anilines. More rapid exciplex formation in nonpolar vs. polar solvents is attributed to the necessity of desolvating the polar aniline singlet in polar solvents. Intramolecular adduct formation is the major photochemical process for the secondary anilines, but is highly inefficient for the tertiary anilines. The behavior of the intramolecular aniline-styrene exciplexes is compared to that of the styrene-amine exciplexes previously investigated in this laboratory.",

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T1 - Formation and behavior of intramolecular N-(styrylalkyl)aniline exciplexes

AU - Lewis, Frederick D

AU - Wagner-Brennan, Jill M.

AU - Miller, Alan M.

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Y1 - 1999/1/1

N2 - The photophysical and photochemical behavior of several aniline spacer - styrene molecules in which the spacer is a short polymethylene chain has been investigated. Long wavelength excitation selectively excites the aniline chromophore which undergoes intramolecular quenching by the styrene to yield an intramolecular exciplex. Exciplex fluorescence is observed for both of the tertiary anilines investigated and for one of the three secondary anilines. More rapid exciplex formation in nonpolar vs. polar solvents is attributed to the necessity of desolvating the polar aniline singlet in polar solvents. Intramolecular adduct formation is the major photochemical process for the secondary anilines, but is highly inefficient for the tertiary anilines. The behavior of the intramolecular aniline-styrene exciplexes is compared to that of the styrene-amine exciplexes previously investigated in this laboratory.

AB - The photophysical and photochemical behavior of several aniline spacer - styrene molecules in which the spacer is a short polymethylene chain has been investigated. Long wavelength excitation selectively excites the aniline chromophore which undergoes intramolecular quenching by the styrene to yield an intramolecular exciplex. Exciplex fluorescence is observed for both of the tertiary anilines investigated and for one of the three secondary anilines. More rapid exciplex formation in nonpolar vs. polar solvents is attributed to the necessity of desolvating the polar aniline singlet in polar solvents. Intramolecular adduct formation is the major photochemical process for the secondary anilines, but is highly inefficient for the tertiary anilines. The behavior of the intramolecular aniline-styrene exciplexes is compared to that of the styrene-amine exciplexes previously investigated in this laboratory.

KW - Aniline

KW - Fluorescence

KW - Intramolecular exciplex

KW - Styrene

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JO - Canadian Journal of Chemistry

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ER -

Formation and behavior of intramolecular N-(styrylalkyl)aniline exciplexes

Abstract

Keywords

ASJC Scopus subject areas

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