Branched dodecaynes: synthesis and their optical properties

Abstract

Two homologous branched dodecaynes 1,3,5-{(4- tBu)[2,3-(RC≡C)2]Ph(C≡C–C≡C)}3Ph (2a, R = H; 2b, R = Ph) were synthesized and characterized in this work. According to steady-state spectroscopy, their electronic absorption and luminescent behaviors were investigated and compared. Simultaneously, as a typical structure of this class of dodecaynes, the molecular configuration of dodecayne 2a was depicted by density functional theory (DFT) simulation and the maximal absorption were supported by the subsequent TD-DFT calculations. In addition, the electrochemiluminescence (ECL) emission was also investigated. The experiment results showed that π-extended dodecayne 2b with more distorted trigonal–planar possessed strong and stable ECL emission, indicating that it has potential application in ECL and luminescence fields.