Issue 64, 2016, Issue in Progress
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RSC Advances

Bodipy recognizes polyaromatic hydrocarbons via C–H⋯F type weak H-bonding†

Tandrima Chaudhuri,‡*a   Neelam Shivran,b   Soumyaditya Mula,b   Animesh Karmakar,‡a   Soumi Chattopadhyay,a   Subrata Chattopadhyayb  and  Debasis Bandyopadhyayc  

* Corresponding authors

a Department of Chemistry, Dr Bhupendranath Dutta Smriti Mahavidyalaya, Burdwan – 713407, India
E-mail: tanchem_bu@yahoo.co.in

b Bio-Organic Division, Bhabha Atomic Research Centre, Trombay, Mumbai – 400085, India

c Department of Chemistry, Bankura Christian College, Bankura – 722101, India

Abstract

Polycyclic aromatic hydrocarbons (PAHs) demonstrated unusual weak C–H⋯F type H-bonding interaction with meso-substituted Bodipy dyes (1–3) in ethanol medium. Isosbestic absorptions and enhancement of emission of Bodipy were spectroscopically detected with three chosen PAHs (naphthalene, anthracene and phenanthrene). IR, 1H and 19F NMR, cyclic voltammetry, powder X-ray and Monte Carlo simulation of adducts confirmed interaction of PAHs via C–H⋯F type H-bonding with the chosen dyes.

Graphical abstract: Bodipy recognizes polyaromatic hydrocarbons via C–H⋯F type weak H-bonding

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Article information

DOI
https://doi.org/10.1039/C5RA27748E
Article type
Communication
Submitted
25 Dec 2015
Accepted
07 Jun 2016
First published
15 Jun 2016

RSC Adv., 2016,6, 59237-59241

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Bodipy recognizes polyaromatic hydrocarbons via C–H⋯F type weak H-bonding

T. Chaudhuri, N. Shivran, S. Mula, A. Karmakar, S. Chattopadhyay, S. Chattopadhyay and D. Bandyopadhyay, RSC Adv., 2016, 6, 59237 DOI: 10.1039/C5RA27748E

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