Synthesis, structure, spectral, electrochemical and sensing properties of 3-amino boron-dipyrromethene and its derivatives
| Title | Synthesis, structure, spectral, electrochemical and sensing properties of 3-amino boron-dipyrromethene and its derivatives |
| Publication Type | Journal Article |
| Year of Publication | 2014 |
| Authors | Ganapathi, E, Madhu, S, Chatterjee, T, Gonnade, RG, Ravikanth, M |
| Journal | Dyes and Pigments |
| Volume | 102 |
| Pagination | 218-227 |
| Date Published | MAR |
| ISSN | 0143-7208 |
| Keywords | 3-Amino boron dipyrromethene, Chemodosimeter, F sensor, Fluorescent probes, Iminophosphorane BODIPY, Mercury(II) sensor |
| Abstract | We report the synthesis of 3-amino boron-dipyrromethene (3-amino BODIPY) by treating 3-bromo boron-dipyrromethene (3-bromo BODIPY) initially with sodium azide in acetonitrile followed by tri-phenylphosphine(PPh3)/H2O in tetrahydrofuran in three steps under mild reaction conditions. In this reaction, 3-azido BODIPY which formed in the first step was not isolated but the 3-iminophosphorane BODIPY which formed in the second step was isolated and characterized crystallographically. The 3-amino BODIPY was characterized by various spectroscopic and X-ray analytical techniques. To test the reactivity of amine functionality on BODIPY core, we prepared 1-(meso-anisyl BODIPY)-3-phenyl urea/thiourea derivatives under simple reaction conditions. Our studies indicated that 1-(meso-anisyl BODIPY)-3-pheny thiourea can act as specific chemodosimetric sensor for Hg2+ ion and 1-(meso-anisyl BODIPY)-3-phenyl urea as colorimetric and ratiometric sensor for F- ion. (C) 2013 Elsevier Ltd. All rights reserved. |
| DOI | 10.1016/j.dyepig.2013.10.038 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 3.45 |