Novel zinc phthalocyanine-benzoquinone rigid dyad and its photoinduced electron transfer properties.
While preparing the first structurally rigid zinc phthalocyanine-benzoquinone (ZnPc-BQ) dyad as a model for photoinduced charge separation mimicking natural photosynthesis, a convenient method is developed for in situ generation of a benzoquinone chromophore in the dyad using an iso-butyryl mask. The dyad has no rotamers and possesses a fixed distance between ZnPc and BQ moieties (center-to-center and edge-to-edge distances are 9.40 and 2.14 A, respectively). The dyad displays unusual electronic perturbation in the ground state, resulting from the interactions between Pc and BQ, and exhibits photoinduced electron transfer with a lifetime of 40 ps of the charged separated states. The steady-state fluorescence and electrochemical behavior of the dyad are evaluated. This study opens a route to subsequent dyads, triads, and complex architectures of electron donor-acceptor arrays with rigid structures and long charge separation states.
Department of Biological, Chemical and Physical Sciences, Illinois Institute of Technology, 3101 S. Dearborn St., Chicago, Illinois 60616, USA.
Chi-Hang
CH
Lee
Jiangchang
J
Guo
Lin X
LX
Chen
Braja K
BK
Mandal
D016227:Benzoquinones / Q000737:chemistry*; D040761:Biomimetic Materials / Q000737:chemistry*; D004563:Electrochemistry; D004579:Electron Transport; D004583:Electrons; D005453:Fluorescence; D007211:Indoles / Q000737:chemistry*; D054833:Isoindoles; D008954:Models, Biological; D009942:Organometallic Compounds / Q000737:chemistry*; D010777:Photochemistry; D017319:Photosensitizing Agents / Q000737:chemistry; D010788:Photosynthesis; D017967:Zinc Compounds
D016227:Benzoquinones; D007211:Indoles; D054833:Isoindoles; D009942:Organometallic Compounds; D017319:Photosensitizing Agents; D017967:Zinc Compounds; C052159:Zn(II)-phthalocyanine; C004532:quinone