TY - JOUR
T1 - Synthesis of carbazole-containing porphyrinoids by a multiple annulation strategy
T2 - A core-modified and π-expanded porphyrin
AU - Maeda, Chihiro
AU - Yoneda, Tomoki
AU - Aratani, Naoki
AU - Yoon, Min Chul
AU - Lim, Jong Min
AU - Kim, Dongho
AU - Yoshioka, Naoki
AU - Osuka, Atsuhiro
PY - 2011/6/14
Y1 - 2011/6/14
N2 - Going around in circles: The copper(I)-mediated annulation of a doubly 1,3-butadiyne-bridged carbazole dimer with amines or Na2S provides isophlorins containing carbazole or thiophene-carbazole moieties, respectively (see scheme). Oxidization of the thiophene-containing isophlorin with MnO 2 gives the corresponding porphyrin, which displays distinct aromaticity and remarkably intensified and red-shifted absorption bands in the near IR region.
AB - Going around in circles: The copper(I)-mediated annulation of a doubly 1,3-butadiyne-bridged carbazole dimer with amines or Na2S provides isophlorins containing carbazole or thiophene-carbazole moieties, respectively (see scheme). Oxidization of the thiophene-containing isophlorin with MnO 2 gives the corresponding porphyrin, which displays distinct aromaticity and remarkably intensified and red-shifted absorption bands in the near IR region.
UR - http://www.scopus.com/inward/record.url?scp=79958260094&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=79958260094&partnerID=8YFLogxK
U2 - 10.1002/anie.201101864
DO - 10.1002/anie.201101864
M3 - Article
C2 - 21567699
AN - SCOPUS:79958260094
SN - 1433-7851
VL - 50
SP - 5691
EP - 5694
JO - Angewandte Chemie - International Edition
JF - Angewandte Chemie - International Edition
IS - 25
ER -