TY - JOUR
T1 - Solid-state and solution photolyses of tetracyanobenzene with benzyl cyanides or benzyl alcohols
AU - Ito, Yoshikatsu
AU - Nakabayashi, Hironari
AU - Ohba, Shigeru
AU - Hosomi, Hiroyuki
PY - 2000/9/8
Y1 - 2000/9/8
N2 - Intermolecular photoreactions of tetracyanobenzene (TCNB) with benzyl cyanide (BzCN), benzyl alcohol (BzOH) and various others were investigated in the solid state (cocrystal) and in solution. The new solid-state photocoupling reaction found for the cocrystal TCNB·BzCN, giving a stilbene derivative followed by the solution isomerization into an isoindole derivative, is a very limited reaction. On the other hand, its solution photocondensation to give products of the diphenylmethane type occurred quite generally, probably under acidic conditions. (C) 2000 Elsevier Science Ltd.
AB - Intermolecular photoreactions of tetracyanobenzene (TCNB) with benzyl cyanide (BzCN), benzyl alcohol (BzOH) and various others were investigated in the solid state (cocrystal) and in solution. The new solid-state photocoupling reaction found for the cocrystal TCNB·BzCN, giving a stilbene derivative followed by the solution isomerization into an isoindole derivative, is a very limited reaction. On the other hand, its solution photocondensation to give products of the diphenylmethane type occurred quite generally, probably under acidic conditions. (C) 2000 Elsevier Science Ltd.
KW - Crystalline complexes
KW - Cyano compounds
KW - Electron transfer
KW - Photochemistry
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U2 - 10.1016/S0040-4020(00)00631-1
DO - 10.1016/S0040-4020(00)00631-1
M3 - Article
AN - SCOPUS:0034622899
SN - 0040-4020
VL - 56
SP - 7139
EP - 7152
JO - Tetrahedron
JF - Tetrahedron
IS - 37
ER -