Dual Signaling System with an Extended-Tetrathiafulvalene–Phenanthroline Dyad Acting as an Electrooptical Cation Chemosensor | Zendy

Marie Hardouin–Lerouge | Zendy; Bertrand Chesneau | Zendy; Magali Allain | Zendy; Piétrick Hudhomme | Zendy

Open Access

Dual Signaling System with an Extended-Tetrathiafulvalene–Phenanthroline Dyad Acting as an Electrooptical Cation Chemosensor

Author(s) -

Marie Hardouin–Lerouge,

Bertrand Chesneau,

Magali Allain,

Piétrick Hudhomme

Publication year - 2012

Publication title -

the journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.2

H-Index - 228

eISSN - 1520-6904

pISSN - 0022-3263

DOI - 10.1021/jo300101c

Subject(s) - tetrathiafulvalene , phenanthroline , chemistry , redox , phenazine , photochemistry , ligand (biochemistry) , combinatorial chemistry , inorganic chemistry , organic chemistry , molecule , biochemistry , receptor

An efficient synthesis of unprecedented fused extended-tetrathiafulvalene-dipyridoquinoxaline (exTTF-dpq) dyad is described through the Horner-Wardsworth-Emmons olefination methodology from the dipyrido[3,2-a:2',3'-c]-benzo[3,4]phenazine-11,16-quinone (NqPhen) ligand starting material. This exTTF-dpq dyad is demonstrated to act as a dual redox and colorimetric sensor for cations exploiting the proximity between the redox tetrathiafulvalene and the optical phenanthroline detecting sites. Its ability for sensing cations from the d-group metal transitions (Fe(2+), Ni(2+), and Zn(2+)) and also with varied cations such as Ca(2+) and Pb(2+) is presented.

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