TY - JOUR
T1 - Photoreactivities of donor-acceptor crystals between 3,5-dinitrobenzoic acid and N-alkylcarbazoles
AU - Ito, Yoshikatsu
AU - Asaoka, Sadayuki
AU - Kokubo, Koji
AU - Ohba, Shigeru
AU - Fukushima, Shigeru
N1 - Funding Information:
Y. I. thanks the Murata Science Foundation for partial support of this work. The SHG efficiencies were measured in collaboration with Professor J. R. Scheffer, University of British Columbia, Canada.
PY - 1998
Y1 - 1998
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.
KW - 3,5-dinitrobenzoic acid
KW - Charge-transfer crystals
KW - Donor-acceptor crystals
KW - N-alkylcarbazoles
KW - Solid-state photoreactivity
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U2 - 10.1080/10587259808044266
DO - 10.1080/10587259808044266
M3 - Article
AN - SCOPUS:0031625041
VL - 313
SP - 125
EP - 134
JO - Molecular Crystals and Liquid Crystals
JF - Molecular Crystals and Liquid Crystals
SN - 1542-1406
ER -