TY - JOUR
T1 - Low symmetry phthalocyanines and their analogues
AU - Mack, John
AU - Kobayashi, Nagao
PY - 2011/2/9
Y1 - 2011/2/9
N2 - The most common strategy for the formation of low symmetry Pc's based on peripheral substitution and/or fused ring modification is to carry out condensation reactions with two different precursors to form compounds with AAAA, AAAB, AABB, ABAB, ABBB, and BBBB structures. The effect of lowering the symmetry is more pronounced, in the case of partial peripheral fused ring substitution. Typically, when there is a red shift of the Q band based on a destabilization of the HOMO, there will also be a decrease in the first oxidation potential, since it is easier to remove an electron. Conversely, a stabilization of the LUMO makes it easier to add an electron and, hence, leads to a decrease in the first reduction potential. The symmetry of radially symmetric phthalocyanines with AAAA structures can be lowered by introducing structural modifications.
AB - The most common strategy for the formation of low symmetry Pc's based on peripheral substitution and/or fused ring modification is to carry out condensation reactions with two different precursors to form compounds with AAAA, AAAB, AABB, ABAB, ABBB, and BBBB structures. The effect of lowering the symmetry is more pronounced, in the case of partial peripheral fused ring substitution. Typically, when there is a red shift of the Q band based on a destabilization of the HOMO, there will also be a decrease in the first oxidation potential, since it is easier to remove an electron. Conversely, a stabilization of the LUMO makes it easier to add an electron and, hence, leads to a decrease in the first reduction potential. The symmetry of radially symmetric phthalocyanines with AAAA structures can be lowered by introducing structural modifications.
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U2 - 10.1021/cr9003049
DO - 10.1021/cr9003049
M3 - Article
C2 - 21175133
AN - SCOPUS:79951717549
VL - 111
SP - 281
EP - 321
JO - Chemical Reviews
JF - Chemical Reviews
SN - 0009-2665
IS - 2
ER -