Studies on the synthesis and fluorescent properties of long-chained 2-(5-alkyl-1,3,4-oxadiazol-2-yl)-3H-benzo[f]chromen-3-ones

Rajesha; Naik, HSB; Kumar, HNH; Hosamani, KM; Mahadevan, KM

HERO ID

4935954

Reference Type

Journal Article

Year

2009

HERO ID 4935954
In Press No
Year 2009
Title Studies on the synthesis and fluorescent properties of long-chained 2-(5-alkyl-1,3,4-oxadiazol-2-yl)-3H-benzo[f]chromen-3-ones
Authors Rajesha; Naik, HSB; Kumar, HNH; Hosamani, KM; Mahadevan, KM
Page Numbers 11-19
Abstract The synthesis and fluorescent properties of some new benzocoumaryl heterocyclic molecules are presented. Condensation of 2-hydroxy-1-naphthaldehyde with diethyl malonate in the presence of catalytic amount of piperidine in ethanol affords benzocoumarin-3-ethyl carboxylate 2 in fairly good yield (90%). Further the compound 2 on treatment with hydrazine hydrate afforded compound 3 with excellent yield ( 95%). Thus compounds 4a-e have been obtained by direct cyclization of 3 with various fatty acids in the presence of POCl(3). The structures of all newly synthesized compounds were confirmed by IR, (1)H NMR, (13)C NMR and UPLC-Mass spectral data. Fluorescent experimental results revealed remarkable photoluminescence properties. Luminescent properties of all newly synthesized compounds were determined and observed that they exhibited strong blue-green fluorescent properties. The fluorescence spectral properties of compounds 4a-e are similar to each other and the Stoke's shift ranges from 54 to 59 nm. Both the absorption and fluorescence maxima of the benzocoumarin-oxadiazole compounds showed good bathochromic shift.
Doi 10.3998/ark.5550190.0010.202
Wosid WOS:000266693600002
Is Certified Translation No
Dupe Override No
Comments Journal:ARKIVOC 1424-6376
Is Public Yes
Keyword Fluorescence; benzocoumarins; benzocoumarin-3-ethylcarboxylate; benzocoumarin oxadiazolyls; phosphorous oxychloride; fatty acid oxadiazolyls