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 y...

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Bibliographic Details
Published in:Journal of chemical sciences (Bangalore, India) India), 2014-07, Vol.126 (4), p.1063-1074
Main Authors: RAMCHANDER, J, RAMESHWAR, N, REDDY, T SHESHASHENA, RAJU, GAJULA, REDDY, A RAM
Format: Article
Language:English
Subjects:
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
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Summary: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 1 HNMR, 13 C 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 π -electrons in the active chromophore which exhibited lower quantum yields and lower Stokes shifts. Graphical Abstract Synthesis and photophysical properties of 1,4-disubstituted naphthyloxymethyl-N-alkyl naphthimido-1,2,3-triazole are presented.
ISSN:0974-3626
0973-7103
DOI:10.1007/s12039-014-0677-x