PHOTOPHYSICAL PROPERTIES OF 2‐NITRO‐5,10,15,20‐TETRA‐p‐TOLYLPORPHYRINS

Devens Gust; Thomas A. Moore; David K. Luttrull; Gilbert R. Seely; Edith Bittersmann; René V. Bensasson; Michel Rougée; Edward J. Land; F. C.De Schryver; M. Van der Auweraer

doi:10.1111/j.1751-1097.1990.tb01733.x

PHOTOPHYSICAL PROPERTIES OF 2‐NITRO‐5,10,15,20‐TETRA‐p‐TOLYLPORPHYRINS

Devens Gust, Thomas A. Moore, David K. Luttrull, Gilbert R. Seely, Edith Bittersmann, René V. Bensasson, Michel Rougée, Edward J. Land, F. C.De Schryver, M. Van der Auweraer

Arizona State University

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

76 Citations (Scopus)

Abstract

Abstract— Tetraarylporphyrins substituted with nitro groups at fipyrrolic positions are potential candidates for electron‐accepting pigments in model systems for photosynthesis. The photophysics of 2‐nitro‐5,10,15,20‐tetra‐p‐tolylporphyrin and its zinc analog have been studied in order to evaluate this potential. The ground state absorption spectrum, the triplet‐triplet absorption spectrum, the fluorescence emission spectrum, and associated photophysical parameters have been determined. The molecules have short singlet lifetimes and anomalous temperature‐ and solvent‐dependent emission spectra which are consistent with the formation of an intramolecular charge transfer state of the type P+ ‐NO²; in which the nitro group is twisted about its bond to the porphyrin, relative to the ground state conformation.

Original language	English
Pages (from-to)	419-426
Number of pages	8
Journal	Photochemistry and Photobiology
Volume	51
Issue number	4
DOIs	https://doi.org/10.1111/j.1751-1097.1990.tb01733.x
Publication status	Published - Apr 1990

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry

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PHOTOPHYSICAL PROPERTIES OF 2‐NITRO‐5,10,15,20‐TETRA‐p‐TOLYLPORPHYRINS. / Gust, Devens ; Moore, Thomas A.; Luttrull, David K.; Seely, Gilbert R.; Bittersmann, Edith; Bensasson, René V.; Rougée, Michel; Land, Edward J.; Schryver, F. C.De; Auweraer, M. Van der.

In: Photochemistry and Photobiology, Vol. 51, No. 4, 04.1990, p. 419-426.

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

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title = "PHOTOPHYSICAL PROPERTIES OF 2‐NITRO‐5,10,15,20‐TETRA‐p‐TOLYLPORPHYRINS",

abstract = "Abstract— Tetraarylporphyrins substituted with nitro groups at fipyrrolic positions are potential candidates for electron‐accepting pigments in model systems for photosynthesis. The photophysics of 2‐nitro‐5,10,15,20‐tetra‐p‐tolylporphyrin and its zinc analog have been studied in order to evaluate this potential. The ground state absorption spectrum, the triplet‐triplet absorption spectrum, the fluorescence emission spectrum, and associated photophysical parameters have been determined. The molecules have short singlet lifetimes and anomalous temperature‐ and solvent‐dependent emission spectra which are consistent with the formation of an intramolecular charge transfer state of the type P+ ‐NO2; in which the nitro group is twisted about its bond to the porphyrin, relative to the ground state conformation.",

author = "Devens Gust and Moore, {Thomas A.} and Luttrull, {David K.} and Seely, {Gilbert R.} and Edith Bittersmann and Bensasson, {Ren{\'e} V.} and Michel Roug{\'e}e and Land, {Edward J.} and Schryver, {F. C.De} and Auweraer, {M. Van der}",

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doi = "10.1111/j.1751-1097.1990.tb01733.x",

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AU - Gust, Devens

AU - Moore, Thomas A.

AU - Luttrull, David K.

AU - Seely, Gilbert R.

AU - Bittersmann, Edith

AU - Bensasson, René V.

AU - Rougée, Michel

AU - Land, Edward J.

AU - Schryver, F. C.De

AU - Auweraer, M. Van der

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N2 - Abstract— Tetraarylporphyrins substituted with nitro groups at fipyrrolic positions are potential candidates for electron‐accepting pigments in model systems for photosynthesis. The photophysics of 2‐nitro‐5,10,15,20‐tetra‐p‐tolylporphyrin and its zinc analog have been studied in order to evaluate this potential. The ground state absorption spectrum, the triplet‐triplet absorption spectrum, the fluorescence emission spectrum, and associated photophysical parameters have been determined. The molecules have short singlet lifetimes and anomalous temperature‐ and solvent‐dependent emission spectra which are consistent with the formation of an intramolecular charge transfer state of the type P+ ‐NO2; in which the nitro group is twisted about its bond to the porphyrin, relative to the ground state conformation.

AB - Abstract— Tetraarylporphyrins substituted with nitro groups at fipyrrolic positions are potential candidates for electron‐accepting pigments in model systems for photosynthesis. The photophysics of 2‐nitro‐5,10,15,20‐tetra‐p‐tolylporphyrin and its zinc analog have been studied in order to evaluate this potential. The ground state absorption spectrum, the triplet‐triplet absorption spectrum, the fluorescence emission spectrum, and associated photophysical parameters have been determined. The molecules have short singlet lifetimes and anomalous temperature‐ and solvent‐dependent emission spectra which are consistent with the formation of an intramolecular charge transfer state of the type P+ ‐NO2; in which the nitro group is twisted about its bond to the porphyrin, relative to the ground state conformation.

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