1582783-83-2Relevant academic research and scientific papers
Cuaac and ruaac with alkyne-functionalised dihydroazulene photoswitches and determination of hammett r-constants for triazoles
Lissau, Henriette,Broman, Soren Lindbaek,Jevric, Martyn,Madsen, Anders .,Nielsen, Mogens Brondsted
, p. 531 - 534 (2014/04/03)
Dihydroazulene (DHA)-vinylheptafulvene (VHF) photoswitches have attracted attention as potentially useful components in molecular electronics. The p-conjugated dihydroazulene system is a rigid structure and can be strategically functionalised to place handles for further elaboration. Here we show that alkyne-functionalised dihydroazulenes can be subjected to copper and ruthenium catalysed azide-alkyne cycloadditions (CuAAC and RuAAC) with tolylazide, furnishing 1,4- and 1,5-disubstituted triazoles. The rates of ring-closure of the corresponding vinylheptafulvenes were compared with those of reference systems, which allowed determination of Hammett substituent constants (meta and para) for N-tolyl-substituted 1,2,3-triazoles. CSIRO 2014.
