NDLI: meso-Salicylaldehyde substituted BODIPY as a chemodosimetric sensor for cyanide anions

Content Provider	World Health Organization (WHO)-Global Index Medicus
Author	Rajakannu, Palanisamy Ravikanth, Mangalampalli Dvivedi, Avanish
Description	Author Affiliation: Dvivedi A ( Indian Institute of Technology, Powai, Mumbai, 400076, India. ravikanth@chem.iitb.ac.in.)
Abstract	The meso-salicylaldehyde substituted BODIPY was synthesized over a sequence of steps and characterized by X-ray crystallography, mass, NMR, absorption, fluorescence and electrochemical techniques. The crystal structure showed the presence of strong intramolecular hydrogen bonding between hydroxyl and formyl groups, which induces rigidity in the BODIPY core and makes the BODIPY relatively more fluorescent than the meso-phenyl BODIPY. Our studies showed that the meso-salicylaldehyde BODIPY can be used as a specific chemidosimetric sensor for $CN^{−}$ ions. The presence of a hydroxyl group adjacent to a formyl group helps in activating the formyl group for a nucleophilic attack. Upon addition of the $CN^{−}$ ion to the meso-salicylaldehyde BODIPY, the $CN^{−}$ ion attacks the formyl group and converts it to the cyanohydrin group. This irreversible reaction was monitored by following the changes in absorption, fluorescence and electrochemical properties and the results support the view that the meso-salicylaldehyde substituted BODIPY can be used as a specific chemodosimetric sensor for $CN^{−}$ ions. To substantiate the role of the hydroxyl group, we also prepared the meso(m-formylphenyl) BODIPY which contains only the formyl group on meso-phenyl, and our studies indicated that the meso(m-formylphenyl) BODIPY cannot be used as a chemodosimetric sensor for $CN^{−}$ ions, as verified by absorption and emission studies.
ISSN	14779226
Issue Number	9
Volume Number	44
e-ISSN	13645447
Journal	Dalton Trans.
Language	English
Publisher	Royal Society of Chemistry
Publisher Date	2015-03-07
Publisher Place	Great Britain (UK)
Access Restriction	Subscribed
Subject Keyword	Aldehydes Chemistry Boron Compounds Cyanides Fluorescent Dyes Electrochemical Techniques Fluorescence Journal Article Research Support, Non-U.S. Gov't
Content Type	Text
Resource Type	Article
Subject	Inorganic Chemistry

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