LAUSR

Abstract A new fluorescent tetra-stilbene compound, 1,4-bis-dodecyloxy-2,5-bis-(2-{4-[2-(4-methanesulfonyl-phenyl)-vinyl]-phenyl}-vinyl)-benzene (BDSSTS) derived from Heck chemistry was successfully synthesized. The Pd-catalyzed Heck reaction was used as the key synthetic stage to couple styrene unites with aryl halides. The BDSSTS material is an acceptor-pi-acceptor (A-pi-A) conjugated system with alkoxy chain in central and sulfonyl groups in terminals of the molecule. The BDSSTS compound showed UV–vis absorption in the range of 423–426 nm with high molar extinction coefficients (e = 1.9–9.1 × 104 M−1.cm−1) in tested solvents. This new fluorescent compound emits in the yellow region of the visible spectrum (500–525 nm) with Stokes shifts of 3641–4429 cm−1. The geometry optimization calculations were performed with the use of DFT method applying B3LYP functional and 6–311++G (d, p) basis set. Low total Lewis and HOMO-LUMO gap are followed by significant charge transfers, absorption, and emission in the BDSSTS structure.