Molecular Recognition via Hydrogen Bonding in Supramolecular Complexes: A Fourier Transform Infrared Spectroscopy Study

Alfonso Martinez-Felipe; Fraser Brebner; Daniel Zaton; Alberto  Concellon; Sara Ahmadi; Milagros Piñol; Luis Oriol

doi:10.3390/molecules23092278

Molecular Recognition via Hydrogen Bonding in Supramolecular Complexes: A Fourier Transform Infrared Spectroscopy Study

Alfonso Martinez-Felipe^* (Corresponding Author), Fraser Brebner, Daniel Zaton, Alberto Concellon, Sara Ahmadi, Milagros Piñol, Luis Oriol

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

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Abstract

We assess the assembly of supramolecular complexes by hydrogen bonding between azocompounds and a diacylaminopyridine monomer by temperature-dependent Fourier transform infrared spectroscopy (FT-IR) and density functional theory (DFT) calculations. The electronic delocalisation in the supramolecular rings formed by multiple hydrogen bonds stabilises the complexes, which coexist with dimeric species in temperature-dependent equilibria. We show how the application of readily available molecular modelling and spectroscopic techniques can predict the stability of new supramolecular entities coexisting in equilibria, ultimately assessing the success of molecular recognition.

Original language	English
Article number	2278
Number of pages	10
Journal	Molecules
Volume	23
Issue number	9
Early online date	6 Sept 2018
DOIs	https://doi.org/10.3390/molecules23092278
Publication status	Published - Sept 2018

Bibliographical note

A.M.F. and D.Z. would like to acknowledge the School of Engineering (University of Aberdeen) for funding. M.P., L.O. and A.M.-F. would like to acknowledge the Spanish Ministry of Science for the MAT2017-84838-P project.
Acknowledgments: A.M.-F. and F.B. would like to thank Euan Bain and Brian Paterson for their assistance during some experiments (University of Aberdeen).

Keywords

supramolecular chemistry
hydrogen bonding
Fourier transform infrared spectroscopy
FT-IR
density functional theory
DFT

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10.3390/molecules23092278Licence: CC BY

Molecular Recognition via Hydrogen Bonding in Supramolecular Complexes: A Fourier Transform Infrared Spectroscopy Study
© 2018 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
Final published version, 2.34 MBLicence: CC BY

Cite this

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title = "Molecular Recognition via Hydrogen Bonding in Supramolecular Complexes: A Fourier Transform Infrared Spectroscopy Study",

abstract = "We assess the assembly of supramolecular complexes by hydrogen bonding between azocompounds and a diacylaminopyridine monomer by temperature-dependent Fourier transform infrared spectroscopy (FT-IR) and density functional theory (DFT) calculations. The electronic delocalisation in the supramolecular rings formed by multiple hydrogen bonds stabilises the complexes, which coexist with dimeric species in temperature-dependent equilibria. We show how the application of readily available molecular modelling and spectroscopic techniques can predict the stability of new supramolecular entities coexisting in equilibria, ultimately assessing the success of molecular recognition.",

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author = "Alfonso Martinez-Felipe and Fraser Brebner and Daniel Zaton and Alberto Concellon and Sara Ahmadi and Milagros Pi{\~n}ol and Luis Oriol",

note = "A.M.F. and D.Z. would like to acknowledge the School of Engineering (University of Aberdeen) for funding. M.P., L.O. and A.M.-F. would like to acknowledge the Spanish Ministry of Science for the MAT2017-84838-P project. Acknowledgments: A.M.-F. and F.B. would like to thank Euan Bain and Brian Paterson for their assistance during some experiments (University of Aberdeen).",

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T2 - A Fourier Transform Infrared Spectroscopy Study

AU - Martinez-Felipe, Alfonso

AU - Brebner, Fraser

AU - Zaton, Daniel

AU - Concellon, Alberto

AU - Ahmadi, Sara

AU - Piñol, Milagros

AU - Oriol, Luis

N1 - A.M.F. and D.Z. would like to acknowledge the School of Engineering (University of Aberdeen) for funding. M.P., L.O. and A.M.-F. would like to acknowledge the Spanish Ministry of Science for the MAT2017-84838-P project. Acknowledgments: A.M.-F. and F.B. would like to thank Euan Bain and Brian Paterson for their assistance during some experiments (University of Aberdeen).

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AB - We assess the assembly of supramolecular complexes by hydrogen bonding between azocompounds and a diacylaminopyridine monomer by temperature-dependent Fourier transform infrared spectroscopy (FT-IR) and density functional theory (DFT) calculations. The electronic delocalisation in the supramolecular rings formed by multiple hydrogen bonds stabilises the complexes, which coexist with dimeric species in temperature-dependent equilibria. We show how the application of readily available molecular modelling and spectroscopic techniques can predict the stability of new supramolecular entities coexisting in equilibria, ultimately assessing the success of molecular recognition.

KW - supramolecular chemistry

KW - hydrogen bonding

KW - Fourier transform infrared spectroscopy

KW - FT-IR

KW - density functional theory

KW - DFT

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DO - 10.3390/molecules23092278

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JF - Molecules

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ER -

Molecular Recognition via Hydrogen Bonding in Supramolecular Complexes: A Fourier Transform Infrared Spectroscopy Study

Abstract

Bibliographical note

Keywords

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