Regulation of photodynamic interactions in 1,8-naphthalimide-linker-phenothiazine dyads by cyclodextrins

Title
Regulation of photodynamic interactions in 1,8-naphthalimide-linker-phenothiazine dyads by cyclodextrins
Author(s)
조대원조대원[조대원]Mamoru Fujitsuka[Mamoru Fujitsuka]Akira Sugimoto[Akira Sugimoto]윤웅찬[윤웅찬]Tetsuro Majima[Tetsuro Majima]
Keywords
PHOTOINDUCED ELECTRON-TRANSFER; HOST-GUEST COMPLEXES; BETA-CYCLODEXTRIN; INTRAMOLECULAR EXCIPLEX; ALPHA-CYCLODEXTRIN; CHARGE SEPARATION; EXCIMER FORMATION; LASER; SYSTEMS; PHOTOISOMERIZATION
Issue Date
201403
Publisher
ROYAL SOC CHEMISTRY
Citation
PHYSICAL CHEMISTRY CHEMICAL PHYSICS, v.16, no.12, pp.5779 - 5784
Abstract
This study examines the effects of cyclodextrin (CD) on the photophysical properties of 1,8-naphthalimide (NI) derivatives including NI-linker-phenothiazine (NI-L-PTZ) dyads in a H2O/CH3CN solution (v/v = 9:1). Peculiar excimer and exciplex emissions were observed with reference NI and NI-L-PTZ, respectively, in an aqueous environment. The NI-CD complexes exhibited monomeric emission spectral features, which resulted from their inclusion into the CD cavity. The complex formation constants of CDs with the NI derivatives were determined. The T-1-T-n absorption band of (NI)-N-3* was observed at around 470 nm during nanosecond-laser flash photolysis. Photoinduced electron transfer in NI-L-PTZ led to NI center dot- and PTZ(center dot+) from the T-1 state. In protic polar solvents, NI center dot- easily formed a ketyl radical (NIH center dot) by hydrogen abstraction from H2O, and showed a transient absorption band at around 400 nm. The charge recombination (CR) time of the transient species at 400 nm showed a strong CD dependency, and the CR time of the dyad in gamma-CD was increased markedly compared with in beta-CD. This suggests that the PTZ moiety can also be included in the gamma-CD cavity.
URI
http://hdl.handle.net/YU.REPOSITORY/32921http://dx.doi.org/10.1039/c3cp54803a
ISSN
1463-9076
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