Postsynthetic exterior decoration of an organic cage by copper(I)-catalysed A3-coupling and detection of nitroaromatics

Chemistry : a European Journal
Koushik Acharyya, Partha Sarathi Mukherjee

Abstract

A new synthetic protocol based on one-pot, copper(I)-catalysed multicomponent reaction of formaldehyde, secondary amine and terminal alkyne has been employed to postsynthetically modify a self-assembled nanoscopic organic cage. By employing this synthetic strategy, three new cages appended with phenyl-, xylyl- and naphthyl-acetylene moieties have been synthesised. The resulting modified cages were characterised by using a range of spectroscopic techniques. The synthesised cages were fluorescent and thus one of them was tested to explore the potential use of such compounds as chemosensors for the detection of nitroaromatics. Experimental findings suggest a high selective quenching of initial fluorescence intensity in the presence of nitroaromatic compounds. Furthermore, it has been observed that among the various nitroaromatics tested, nitrophenolic compounds have better quenching ability.

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Citations

Jan 16, 2016·Journal of the American Chemical Society·Bijnaneswar MondalPartha Sarathi Mukherjee
Aug 8, 2015·Journal of the American Chemical Society·Derrick A RobertsJonathan R Nitschke
May 6, 2016·The Journal of Physical Chemistry. B·Martijn A ZwijnenburgKim E Jelfs
Aug 9, 2016·Journal of the American Chemical Society·Tanya K RonsonJonathan R Nitschke
May 5, 2017·Chemistry : a European Journal·Rupak SahaPartha Sarathi Mukherjee
Apr 6, 2017·Chemistry : a European Journal·Koushik AcharyyaPartha Sarathi Mukherjee
Jul 20, 2017·Chemical Communications : Chem Comm·Xin-Yue HuMichael Mastalerz
Dec 23, 2017·Chemistry : a European Journal·Jochen C LauerMichael Mastalerz
Feb 7, 2019·Angewandte Chemie·Koushik Acharyya, Partha Sarathi Mukherjee
Dec 1, 2016·ChemPlusChem·Aniket Chowdhury, Partha Sarathi Mukherjee
Jun 11, 2020·Angewandte Chemie·Pierre-Emmanuel AlexandreMichael Mastalerz
Aug 26, 2017·Inorganic Chemistry·Lauren R HollowayRichard J Hooley

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