TY - JOUR
T1 - meso-(4-(N,N-dialkylamino)phenyl)-substituted subporphyrins
T2 - Remarkably perturbed absorption spectra and enhanced fluorescence by intramolecular charge transfer interactions
AU - Inokuma, Yasuhide
AU - Easwaramoorthi, Shanmugam
AU - Zin, Seok Yoon
AU - Kim, Dongho
AU - Osuka, Atsuhiro
PY - 2008/9/17
Y1 - 2008/9/17
N2 - A series of meso-(4-(N,N-dibenzylamino)phenyl)-substituted subporphyrins was synthesized by means of Buchwald-Hartwig amination protocol. Substitution of the amino group at the 4-position of the meso-phenyl substituent resulted in a remarkable red shift in the absorption spectra and drastic enhancement of fluorescence intensity probably as a consequence of intramolecular CT interaction. These characteristics have been utilized to construct a cation-sensing system by appending a 1-aza-15-crown-5 unit to subporphyrin that displays large spectral changes upon cation binding.
AB - A series of meso-(4-(N,N-dibenzylamino)phenyl)-substituted subporphyrins was synthesized by means of Buchwald-Hartwig amination protocol. Substitution of the amino group at the 4-position of the meso-phenyl substituent resulted in a remarkable red shift in the absorption spectra and drastic enhancement of fluorescence intensity probably as a consequence of intramolecular CT interaction. These characteristics have been utilized to construct a cation-sensing system by appending a 1-aza-15-crown-5 unit to subporphyrin that displays large spectral changes upon cation binding.
UR - http://www.scopus.com/inward/record.url?scp=51949106663&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=51949106663&partnerID=8YFLogxK
U2 - 10.1021/ja804846v
DO - 10.1021/ja804846v
M3 - Article
C2 - 18720986
AN - SCOPUS:51949106663
SN - 0002-7863
VL - 130
SP - 12234
EP - 12235
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
IS - 37
ER -