title: Regioselective synthesis of 5-monostyryl and 2-tetracyanobutadiene BODIPY dyes.
abstract: Several unsymmetrically 2,5-disubstituted BODIPY dyes were obtained from 2-substituted derivatives (iodo, ethynylaryl) using a regioselective Knoevenagel condensation reaction with dimethylaminobenzaldehyde. The unsaturated, unsymmetrical 2-ethynyl-5-styryl-BODIPY undergoes a regioselective [2 + 2] cycloaddition reaction with tetracyanoethylene leading to the 1,1,4,4-tetracyanobuta-1,3-diene (TCBD) derivative. This shows rich redox activity with two reversible oxidation and three reversible reduction waves at +0.72 V, +1.04 V; -0.32 V, -0.78 V, and -1.50 V, respectively.
authors: LCOSA, UMR7515, CNRS/Université de Strasbourg/ECPM, 25 rue Becquerel, 67087 Strasbourg, Cedex 02, France.
authors: Songlin
authors: S
authors: Niu
authors: Gilles
authors: G
authors: Ulrich
authors: Pascal
authors: P
authors: Retailleau
authors: Raymond
authors: R
authors: Ziessel