Molecular Recognition, Transient Chirality and Sulfur Hydrogen Bonding in the Benzyl Mercaptan Dimer

The homodimers of transiently chiral molecules offer physical insight into the process of molecular recognition, the preference for homo or heterochiral aggregation and the nature of the non-covalent interactions stabilizing the adducts. We report the observation of the benzyl mercaptan dimer in the...

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Autores principales:	Rizalina Tama Saragi, Marcos Juanes, Ruth Pinacho, José Emiliano Rubio, José A. Fernández, Alberto Lesarri
Formato:	article
Lenguaje:	EN
Publicado:	MDPI AG 2021
Materias:	chiral recognition transient chirality non-covalent interactions sulfur hydrogen bonding rotational spectroscopy jet spectroscopy Mathematics QA1-939
Acceso en línea:	https://doaj.org/article/516cd5165c6e4f1da71ca18f7c719865
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spelling	oai:doaj.org-article:516cd5165c6e4f1da71ca18f7c7198652021-11-25T19:06:07ZMolecular Recognition, Transient Chirality and Sulfur Hydrogen Bonding in the Benzyl Mercaptan Dimer10.3390/sym131120222073-8994https://doaj.org/article/516cd5165c6e4f1da71ca18f7c7198652021-10-01T00:00:00Zhttps://www.mdpi.com/2073-8994/13/11/2022https://doaj.org/toc/2073-8994The homodimers of transiently chiral molecules offer physical insight into the process of molecular recognition, the preference for homo or heterochiral aggregation and the nature of the non-covalent interactions stabilizing the adducts. We report the observation of the benzyl mercaptan dimer in the isolation conditions of a supersonic jet expansion, using broadband (chirped-pulse) microwave spectroscopy. A single homochiral isomer was observed for the dimer, stabilized by a cooperative sequence of S-H···S and S-H···π hydrogen bonds. The structural data, stabilization energies and energy decomposition describe these non-covalent interactions as weak and dispersion-controlled. A comparison is also provided with the benzyl alcohol dimer.Rizalina Tama SaragiMarcos JuanesRuth PinachoJosé Emiliano RubioJosé A. FernándezAlberto LesarriMDPI AGarticlechiral recognitiontransient chiralitynon-covalent interactionssulfur hydrogen bondingrotational spectroscopyjet spectroscopyMathematicsQA1-939ENSymmetry, Vol 13, Iss 2022, p 2022 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	chiral recognition transient chirality non-covalent interactions sulfur hydrogen bonding rotational spectroscopy jet spectroscopy Mathematics QA1-939
spellingShingle	chiral recognition transient chirality non-covalent interactions sulfur hydrogen bonding rotational spectroscopy jet spectroscopy Mathematics QA1-939 Rizalina Tama Saragi Marcos Juanes Ruth Pinacho José Emiliano Rubio José A. Fernández Alberto Lesarri Molecular Recognition, Transient Chirality and Sulfur Hydrogen Bonding in the Benzyl Mercaptan Dimer
description	The homodimers of transiently chiral molecules offer physical insight into the process of molecular recognition, the preference for homo or heterochiral aggregation and the nature of the non-covalent interactions stabilizing the adducts. We report the observation of the benzyl mercaptan dimer in the isolation conditions of a supersonic jet expansion, using broadband (chirped-pulse) microwave spectroscopy. A single homochiral isomer was observed for the dimer, stabilized by a cooperative sequence of S-H···S and S-H···π hydrogen bonds. The structural data, stabilization energies and energy decomposition describe these non-covalent interactions as weak and dispersion-controlled. A comparison is also provided with the benzyl alcohol dimer.
format	article
author	Rizalina Tama Saragi Marcos Juanes Ruth Pinacho José Emiliano Rubio José A. Fernández Alberto Lesarri
author_facet	Rizalina Tama Saragi Marcos Juanes Ruth Pinacho José Emiliano Rubio José A. Fernández Alberto Lesarri
author_sort	Rizalina Tama Saragi
title	Molecular Recognition, Transient Chirality and Sulfur Hydrogen Bonding in the Benzyl Mercaptan Dimer
title_short	Molecular Recognition, Transient Chirality and Sulfur Hydrogen Bonding in the Benzyl Mercaptan Dimer
title_full	Molecular Recognition, Transient Chirality and Sulfur Hydrogen Bonding in the Benzyl Mercaptan Dimer
title_fullStr	Molecular Recognition, Transient Chirality and Sulfur Hydrogen Bonding in the Benzyl Mercaptan Dimer
title_full_unstemmed	Molecular Recognition, Transient Chirality and Sulfur Hydrogen Bonding in the Benzyl Mercaptan Dimer
title_sort	molecular recognition, transient chirality and sulfur hydrogen bonding in the benzyl mercaptan dimer
publisher	MDPI AG
publishDate	2021
url	https://doaj.org/article/516cd5165c6e4f1da71ca18f7c719865
work_keys_str_mv	AT rizalinatamasaragi molecularrecognitiontransientchiralityandsulfurhydrogenbondinginthebenzylmercaptandimer AT marcosjuanes molecularrecognitiontransientchiralityandsulfurhydrogenbondinginthebenzylmercaptandimer AT ruthpinacho molecularrecognitiontransientchiralityandsulfurhydrogenbondinginthebenzylmercaptandimer AT joseemilianorubio molecularrecognitiontransientchiralityandsulfurhydrogenbondinginthebenzylmercaptandimer AT joseafernandez molecularrecognitiontransientchiralityandsulfurhydrogenbondinginthebenzylmercaptandimer AT albertolesarri molecularrecognitiontransientchiralityandsulfurhydrogenbondinginthebenzylmercaptandimer
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Molecular Recognition, Transient Chirality and Sulfur Hydrogen Bonding in the Benzyl Mercaptan Dimer

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