The synthesis of symmetrical and unsymmetrical alkynyl-bearing anthracene derivatives was achieved by Sonogashira and Suzuki couplings adapting published procedures and using 9,10dibromoanthracene (DBA) as starting material (Scheme 1). Formation and isolation of the mono-substituted 9-bromo-10-prop-2-yn-1-ol-anthracene (BPYA) after Sonogashira reaction in the presence of propargyl alcohol was relatively straightforward and the intermediate was obtained with a 27 % yield. In order to obtain DIPA, the same reaction was left with enough equivalents of reactants for a prolonged time in order to substitute the remaining bromine atom eventually reaching the double substitution with an overall yield of 27 %.