Photoreactivities of donor-acceptor crystals between 3,5-dinitrobenzoic acid and N-alkylcarbazoles

Yoshikatsu Ito; Sadayuki Asaoka; Koji Kokubo; Shigeru Ohba; Shigeru Fukushima

doi:10.1080/10587259808044266

Photoreactivities of donor-acceptor crystals between 3,5-dinitrobenzoic acid and N-alkylcarbazoles

Yoshikatsu Ito, Sadayuki Asaoka, Koji Kokubo, Shigeru Ohba, Shigeru Fukushima

Department of Humanities and Social Sciences

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

3 Citations (Scopus)

Abstract

A variety of 1:1 charge-transfer (CT) crystals were prepared by using mainly dinitrobenzoic acids (as the acceptor) and carbazoles (as the donor). Most of the CT crystals prepared from 3,5-dinitrobenzoic acid (3) and a series of N-alkylcarbazoles (1a1h) underwent photoredox reactions initiated by the excited nitro group, leading to α-oxidation of N-alkyl groups (13 -15). The reactions were much more efficient in the solid state than in solution. These solid-state photoreactivities could be, on the whole, correlated with the C⋯O distances between the carbazole N-α-carbon atom and the nitro oxygen atoms nearby.

Original language	English
Pages (from-to)	125-134
Number of pages	10
Journal	Molecular Crystals and Liquid Crystals Science and Technology Section A: Molecular Crystals and Liquid Crystals
Volume	313
DOIs	https://doi.org/10.1080/10587259808044266
Publication status	Published - 1998 Jan 1

Keywords

3,5-dinitrobenzoic acid
Charge-transfer crystals
Donor-acceptor crystals
N-alkylcarbazoles
Solid-state photoreactivity

ASJC Scopus subject areas

Condensed Matter Physics

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Photoreactivities of donor-acceptor crystals between 3,5-dinitrobenzoic acid and N-alkylcarbazoles. / Ito, Yoshikatsu; Asaoka, Sadayuki; Kokubo, Koji; Ohba, Shigeru; Fukushima, Shigeru.

In: Molecular Crystals and Liquid Crystals Science and Technology Section A: Molecular Crystals and Liquid Crystals, Vol. 313, 01.01.1998, p. 125-134.

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

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abstract = "A variety of 1:1 charge-transfer (CT) crystals were prepared by using mainly dinitrobenzoic acids (as the acceptor) and carbazoles (as the donor). Most of the CT crystals prepared from 3,5-dinitrobenzoic acid (3) and a series of N-alkylcarbazoles (1a1h) underwent photoredox reactions initiated by the excited nitro group, leading to α-oxidation of N-alkyl groups (13 -15). The reactions were much more efficient in the solid state than in solution. These solid-state photoreactivities could be, on the whole, correlated with the C⋯O distances between the carbazole N-α-carbon atom and the nitro oxygen atoms nearby.",

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AU - Asaoka, Sadayuki

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AU - Ohba, Shigeru

AU - Fukushima, Shigeru

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N2 - A variety of 1:1 charge-transfer (CT) crystals were prepared by using mainly dinitrobenzoic acids (as the acceptor) and carbazoles (as the donor). Most of the CT crystals prepared from 3,5-dinitrobenzoic acid (3) and a series of N-alkylcarbazoles (1a1h) underwent photoredox reactions initiated by the excited nitro group, leading to α-oxidation of N-alkyl groups (13 -15). The reactions were much more efficient in the solid state than in solution. These solid-state photoreactivities could be, on the whole, correlated with the C⋯O distances between the carbazole N-α-carbon atom and the nitro oxygen atoms nearby.

AB - A variety of 1:1 charge-transfer (CT) crystals were prepared by using mainly dinitrobenzoic acids (as the acceptor) and carbazoles (as the donor). Most of the CT crystals prepared from 3,5-dinitrobenzoic acid (3) and a series of N-alkylcarbazoles (1a1h) underwent photoredox reactions initiated by the excited nitro group, leading to α-oxidation of N-alkyl groups (13 -15). The reactions were much more efficient in the solid state than in solution. These solid-state photoreactivities could be, on the whole, correlated with the C⋯O distances between the carbazole N-α-carbon atom and the nitro oxygen atoms nearby.

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