Please use this identifier to cite or link to this item: https://idr.l4.nitk.ac.in/jspui/handle/123456789/11369
Title: Functionalizable 1H-Indazoles by Palladium Catalyzed Aza-Nenitzescu Reaction: Pharmacophores to Donor-Acceptor Type Multi-Luminescent Fluorophores
Authors: Janardhanan, J.C.
Mishra, R.K.
Das, G.
Sini, S.
Jayamurthy, P.
Suresh, C.H.
Praveen, V.K.
Manoj, N.
Babu, B.P.
Issue Date: 2018
Citation: Asian Journal of Organic Chemistry, 2018, Vol.7, 10, pp.2094-2104
Abstract: Development of small-molecule-based multi-luminescent fluorophores utilizing simple synthetic methodologies, as well as easily available starting materials, has gained much attention in recent years. Herein, we disclose an efficient protocol for the synthesis of N-protected 1H-indazole derivatives with diverse substituents at their 3- and 5-positions via palladium-catalyzed reactions of hydrazones and p-benzoquinones. The obtained 1H-indazole derivatives can be easily modified into donor-acceptor (D?A)-type chromophores (Indazo-Fluors) with tunable emission properties in both solid and solution state. Owing to the extent of intramolecular charge transfer, Indazo-Fluors exhibit positive solvatochromic emission spanning from blue-green to orange-red. Theoretical studies were undertaken to rationalize the observed trends in the optical properties of Indazo-Fluors. Finally, a triethylene glycol (TEG) appended Indazo-Fluor exhibiting a large Stokes shift and low cytotoxicity allowed us to use it for cell imaging. 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
URI: http://idr.nitk.ac.in/jspui/handle/123456789/11369
Appears in Collections:1. Journal Articles

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