Molecular recognition of 4′-Nitrobenzo-15-crown-5 by bis(benzimidazolium)propane borontetrafluoride in acetonitrile

Chaudhuri, Tandrima; Karmakar, Animesh; Ghosh, Sabari; Mukhopadhyay, Chhanda; Pal, Sunanda; Banerjee, Manas

doi:10.1016/j.jlumin.2015.01.022

Cited by 6 publications

(1 citation statement)

References 29 publications

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“…Benzimidazoles’ properties, such as their electron-accepting and π-bridging capacity, pH sensitivity/switching, and ion chelating ability, have made them attractive targets for a wide range of applications including optoelectronics, photovoltaics, solvatochromic probes, photocatalysts, corrosion inhibitors, and molecular recognition …”

Section: Introductionmentioning

confidence: 99%

Divalent Benzimidazolium-Based Axles for Self-Reporting Pseudorotaxanes

Taimoory

Beyeh

et al. 2022

J. Org. Chem.

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Mono- and (bis)benzimidazoliums were evaluated both experimentally and computationally for their potential as pseudopolyrotaxane axle building blocks. Their aggregation and photophysical behavior, along with their potential to form a [2]pseudorotaxane with dibenzyl-24-crown-8, was studied through the synergistic application of 1D/2D and diffusion-ordered NMR spectroscopy, mass spectrometry, ultraviolet–visible and fluorescence spectroscopy, and time-dependent density functional theory. Their photophysical behavior was measured and modeled as a function of protonation state, solvent, and concentration. The axles show strong solvochromaticism and a very pronounced concentration-dependent optical profile, including self-quenching when a pseudorotaxane is formed. This axle with multiple recognition sites has the potential to form pseudorotaxanes with tunable optical behavior.

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