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| Content Provider | World Health Organization (WHO)-Global Index Medicus |
|---|---|
| Author | Fukuzumi, Shunichi Martín-gomis, Luis Fernández-lázaro, Fernando Ohkubo, Kei Céspedes-guirao, F. Javier Sastre-santos, Angela |
| Description | Author Affiliation: Céspedes-Guirao FJ ( División de Química Orgánica, Instituto de Bioingeniería, Universidad Miguel Hernández, Elche 03202, Spain.) |
| Abstract | Three new bisperylenebisimide–silicon phthalocyanine triads $[(PBI)_{2}–SiPcs$ 1, 2, and 3] connected with either rigid or flexible bridges were synthesized and characterized. A new synthetic approach to connect SiPc and PBI moieties through click chemistry produced triad 3 with an 80 % yield. In $(PBI)_{2}–SiPc$ 1, PBI and SiPc are orthogonal and were connected with a rigid connector; triads 2 and 3 bear flexible aliphatic bridges, resulting in a tilted (2) or nearly parallel arrangement (3) of PBI and SiPc. Photoinduced intramolecular processes in these $(PBI)_{2}–SiPcs$ were studied and the results are compared with those of the reference compounds SiPc-ref and PBI-ref. The occurrence of electron-transfer processes between the SiPc and PBI units was confirmed by time-resolved emission and transient absorption techniques. Charge-separated (CS) states with lifetimes of 0.91, 1.3 and 2.0 ns for triads 1, 2, and 3, respectively, were detected using femtosecond laser flash photolysis. Upon the addition of $Mg(ClO_{4})_{2},$ an increase in the lifetime of the CS states to 59, 110 and 200 μs was observed for triads $(PBI)_{2}–SiPcs$ 1, 2, and 3, respectively. The energy of the CS state $(SiPc^{.+}–PDI^{.−}/Mg^{2+})$ is lower than the energy of both silicon phthalocyanine $(^{3}SiPc*–PDI)$ and perylenebisimide $(SiPc–^{3}PDI*)$ triplet excited states, which decelerates the metal ion-decoupled electron-transfer process for charge recombination to the ground state, thus increasing the lifetime of the CS state. The photophysics of the three triads demonstrate the importance of the rigidity of the spacer and the orientation between donor and acceptor units. |
| ISSN | 09476539 |
| e-ISSN | 15213765 |
| Journal | Chemistry - A European Journal |
| Issue Number | 33 |
| Volume Number | 17 |
| Language | English |
| Publisher | Wiley-VCH;ChemPubSoc Europe |
| Publisher Date | 2011-08-08 |
| Publisher Place | Germany |
| Access Restriction | Open |
| Subject Keyword | Imides Chemical Synthesis Indoles Organosilicon Compounds Perylene Analogs & Derivatives Click Chemistry Chemistry Molecular Structure Photochemical Processes Research Support, Non-U.S. Gov't |
| Content Type | Text |
| Resource Type | Article |
| Subject | Organic Chemistry Catalysis |
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