Synthesis and photophysical properties of 1, 4-disubstituted naphthyloxymethyl-N-alkyl naphthimido-1,2,3-triazole

Regioselective synthesis of a series of 1,4-disubstituted of naphthoxymethyl-N-alkyl naphthalimide-1,2,3-triazoles employing click reaction is presented. Highly selective and efficient copper(I)-catalysed 1,3-dipolar cyclo addition between 1-naphthylpropargylic ether and azido alkyl naphthalimides yielded the title compounds in 74% to 94%. The structure of all the new 1,2,3-triazoles was characterized by (HNMR)-H-1,C-13 NMR, IR and Mass. The electronic absorption and emission studies revealed that the light absorbing and emitting chromophore is the naphthoxy moiety. There is no extensive delocalization of aromatic pi-electrons in the active chromophore which exhibited lower quantum yields and lower Stokes shifts.