Chloride anion controlled molecular "Switching".: Binding of 2,5,7-trinitro-9-dicyanomethylenefluorene-C60 by tetrathiafulvalene calix[4]pyrrole and photophysical generation of two different charge-separated states

被引:77
作者
Nielsen, Kent A. [2 ]
Sarova, Ginka H. [3 ,4 ]
Martin-Gomis, Luis [5 ]
Fernandez-Lazaro, Fernando [5 ]
Stein, Paul C. [2 ]
Sanguinet, Lionel [6 ]
Levillain, Eric [6 ]
Sessler, Jonathan L. [1 ]
Guldi, Dirk M. [3 ,4 ]
Sastre-Santos, Angela [5 ]
Jeppesen, Jan O. [2 ]
机构
[1] Univ Texas Austin, Dept Chem & Biochem, Austin, TX 78712 USA
[2] Univ So Denmark, Dept Chem & Phys, DK-5230 Odense M, Denmark
[3] Univ Erlangen Nurnberg, Dept Chem & Pharm, D-91058 Erlangen, Germany
[4] Univ Erlangen Nurnberg, ICMM, D-91058 Erlangen, Germany
[5] Univ Miguel Hernandez, Inst Biogenieria, Div Quim Organ, Elche 03202, Spain
[6] Univ Angers, CNRS, UMR 6200, F-49045 Angers, France
关键词
D O I
10.1021/ja0772243
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The binding of the snake-like trinitrodicyanomethylenefluorene-C-60 derivative (TNDCF-C-60) to the dynamic receptor, tetrathiafulvalene calix[4] pyrrole (TTF-calix[4]pyrrole), may be controlled via the use of a chloride anion as an external trigger. Whereas, in the absence of a chloride anion, the TNDCF "tail" of the trinitrodicyanomethylenefluorene-C-60 substrate binds to the TTF-calix[4]pyrrole in a 2:1 (substrate/receptor) stoichiometry in CH2Cl2 solution, addition of a chloride anion (yellow) leads the TNDCF tail to be displaced in favor of a bound C-60 "head", a process that leads to the formation of a complex with overall 1:2:2 substrate/receptor/chloride anion stoichiometry. These chemical switching events are reflected in easy-to-visualize color changes, as well as in the production of two different kinds of change-seperated states following selective femtosecond photoexcitation.
引用
收藏
页码:460 / +
页数:4
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