Diarylurea-linked zinc porphyrin dimer as a dual-mode artificial receptor: supramolecular control of complexation-facilitated photoinduced electron transfer.
A novel porphyrinic receptor 1 in which two zinc porphyrins are bridged by two diarylurea linkers was developed for recognition of a viologen derivative (hexyl viologen, HV). The electronic absorption spectra as well as the 1H NMR experiments revealed that the HV molecule was bound to the cleft in 1 mainly through carbonyl dipole-charge interactions to afford a 1:1 complex. From the steady-state fluorescence spectroscopic study, the photoinduced electron transfer (PET) from 1 to HV was extremely facilitated by the receptor-substrate complexation. The receptor 1 also formed a 1:1 complex with 1,4-diazabicyclo[2.2.2]octane (DABCO) through two Zn-N coordination interactions, and, using DABCO as an inhibitor, we suppressed the PET reaction via the substrate exchange.
Yagi
Shigeyuki
S
Department of Applied Materials Science, Graduate School of Engineering, Osaka Prefecture University, 1-1 Gakuen-cho, Sakai, Osaka 599-8531, Japan. yagi@ams.osakafu-u.ac.jp
Ezoe
Masayuki
M
Yonekura
Isamu
I
Takagishi
Toru
T
Nakazumi
Hiroyuki
H
D040761:Biomimetic Materials / Q000737:chemistry*; D004583:Electrons; D007700:Kinetics; D008665:Metalloporphyrins / Q000737:chemistry*; D010777:Photochemistry; D010879:Piperazines / Q000737:chemistry; D013050:Spectrometry, Fluorescence; D014508:Urea / Q000031:analogs & derivatives* / Q000737:chemistry; D014755:Viologens / Q000737:chemistry
D008665:Metalloporphyrins; D010879:Piperazines; D014755:Viologens; C017802:zinc hematoporphyrin; D014508:Urea; C007306:triethylenediamine