Unprecedented observation and characterization of sulfur-centred bifurcated hydrogen bonds

Owing to the small electronegativity of the sulfur atom, it is commonly supposed that at most one weak H-bond can be formed between a sulfur atom and an H-bond donor. In this paper, an unprecedented 2 : 1 binding species generated from two molecules of phenol and a molecule of thioether was observed...

Full description

Saved in:
Bibliographic Details
Published in:Physical chemistry chemical physics : PCCP 2021-12, Vol.23 (46), p.26519-26523
Main Authors: Ma, Xiantao, Zhu, Yingying, Yu, Jing, Zhao, Geng, Duanmu, Jiaxin, Yuan, Yiyun, Chang, Xue-Ping, Xu, Dongli, Zhou, Qiuju
Format: Article
Language:English
Subjects:
Bifurcations
Bonding strength
Density functional theory
Electronegativity
Fourier transforms
Hydrogen bonds
NMR
Nuclear magnetic resonance
Organic chemistry
Sulfur
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
cited_by cdi_FETCH-LOGICAL-c314t-c1d5277461011627f225c6a3de5e329d10c46df051388d1e9b197f6a665f05f73
cites cdi_FETCH-LOGICAL-c314t-c1d5277461011627f225c6a3de5e329d10c46df051388d1e9b197f6a665f05f73
container_end_page 26523
container_issue 46
container_start_page 26519
container_title Physical chemistry chemical physics : PCCP
container_volume 23
creator Ma, Xiantao
Zhu, Yingying
Yu, Jing
Zhao, Geng
Duanmu, Jiaxin
Yuan, Yiyun
Chang, Xue-Ping
Xu, Dongli
Zhou, Qiuju
description Owing to the small electronegativity of the sulfur atom, it is commonly supposed that at most one weak H-bond can be formed between a sulfur atom and an H-bond donor. In this paper, an unprecedented 2 : 1 binding species generated from two molecules of phenol and a molecule of thioether was observed and characterized by various nuclear magnetic resonance (NMR) techniques, Fourier transform-infrared (FT-IR) techniques and density functional theory (DFT) calculations, revealing the formation of sulfur-centred O-H S H-O bifurcated H-bonds. This work may provide a simple and efficient method for the quantitative analysis of weak H-bonds between small organic molecules. It is observed that the sulfur atom can unprecedentedly serve as a good acceptor to form the O-H S H-O bifurcated H-bond.
doi_str_mv 10.1039/d1cp04601b
format article
fullrecord <record><control><sourceid>proquest_rsc_p</sourceid><recordid>TN_cdi_proquest_journals_2604870153</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2604870153</sourcerecordid><originalsourceid>FETCH-LOGICAL-c314t-c1d5277461011627f225c6a3de5e329d10c46df051388d1e9b197f6a665f05f73</originalsourceid><addsrcrecordid>eNpdkUtLxDAUhYsoOI5u3AsFNyJU723StF3q-IQBXTgbNyXNw-nQSWrSCuOvN2NFwdV98J3L4dwoOka4QCDlpUTRAWWA9U40QcpIUkJBd3_7nO1HB96vAAAzJJPodWE6p4SSyvRKxrb2yn3wvrEm5kbGYskdF71yzee4tDr2Q6sHl4igcEFSN2ESfKtebqSzb8rEtTXSH0Z7mrdeHf3UabS4u32ZPSTzp_vH2dU8EQRpnwiUWZrnlCEgsjTXaZoJxolUmSJpKREEZVJDsFsUElVZY5lrxhnLwlLnZBqdjXc7Z98H5ftq3Xih2pYbZQdfpQygSClAGdDTf-jKDs4Ed1uKFnlIhQTqfKSEs947pavONWvuNhVCtY25usHZ83fM1wE-GWHnxS_39wbyBewpeVY</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2604870153</pqid></control><display><type>article</type><title>Unprecedented observation and characterization of sulfur-centred bifurcated hydrogen bonds</title><source>Royal Society of Chemistry</source><creator>Ma, Xiantao ; Zhu, Yingying ; Yu, Jing ; Zhao, Geng ; Duanmu, Jiaxin ; Yuan, Yiyun ; Chang, Xue-Ping ; Xu, Dongli ; Zhou, Qiuju</creator><creatorcontrib>Ma, Xiantao ; Zhu, Yingying ; Yu, Jing ; Zhao, Geng ; Duanmu, Jiaxin ; Yuan, Yiyun ; Chang, Xue-Ping ; Xu, Dongli ; Zhou, Qiuju</creatorcontrib><description>Owing to the small electronegativity of the sulfur atom, it is commonly supposed that at most one weak H-bond can be formed between a sulfur atom and an H-bond donor. In this paper, an unprecedented 2 : 1 binding species generated from two molecules of phenol and a molecule of thioether was observed and characterized by various nuclear magnetic resonance (NMR) techniques, Fourier transform-infrared (FT-IR) techniques and density functional theory (DFT) calculations, revealing the formation of sulfur-centred O-H S H-O bifurcated H-bonds. This work may provide a simple and efficient method for the quantitative analysis of weak H-bonds between small organic molecules. It is observed that the sulfur atom can unprecedentedly serve as a good acceptor to form the O-H S H-O bifurcated H-bond.</description><identifier>ISSN: 1463-9076</identifier><identifier>EISSN: 1463-9084</identifier><identifier>DOI: 10.1039/d1cp04601b</identifier><language>eng</language><publisher>Cambridge: Royal Society of Chemistry</publisher><subject>Bifurcations ; Bonding strength ; Density functional theory ; Electronegativity ; Fourier transforms ; Hydrogen bonds ; NMR ; Nuclear magnetic resonance ; Organic chemistry ; Sulfur</subject><ispartof>Physical chemistry chemical physics : PCCP, 2021-12, Vol.23 (46), p.26519-26523</ispartof><rights>Copyright Royal Society of Chemistry 2021</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c314t-c1d5277461011627f225c6a3de5e329d10c46df051388d1e9b197f6a665f05f73</citedby><cites>FETCH-LOGICAL-c314t-c1d5277461011627f225c6a3de5e329d10c46df051388d1e9b197f6a665f05f73</cites><orcidid>0000-0002-0012-6944</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids></links><search><creatorcontrib>Ma, Xiantao</creatorcontrib><creatorcontrib>Zhu, Yingying</creatorcontrib><creatorcontrib>Yu, Jing</creatorcontrib><creatorcontrib>Zhao, Geng</creatorcontrib><creatorcontrib>Duanmu, Jiaxin</creatorcontrib><creatorcontrib>Yuan, Yiyun</creatorcontrib><creatorcontrib>Chang, Xue-Ping</creatorcontrib><creatorcontrib>Xu, Dongli</creatorcontrib><creatorcontrib>Zhou, Qiuju</creatorcontrib><title>Unprecedented observation and characterization of sulfur-centred bifurcated hydrogen bonds</title><title>Physical chemistry chemical physics : PCCP</title><description>Owing to the small electronegativity of the sulfur atom, it is commonly supposed that at most one weak H-bond can be formed between a sulfur atom and an H-bond donor. In this paper, an unprecedented 2 : 1 binding species generated from two molecules of phenol and a molecule of thioether was observed and characterized by various nuclear magnetic resonance (NMR) techniques, Fourier transform-infrared (FT-IR) techniques and density functional theory (DFT) calculations, revealing the formation of sulfur-centred O-H S H-O bifurcated H-bonds. This work may provide a simple and efficient method for the quantitative analysis of weak H-bonds between small organic molecules. It is observed that the sulfur atom can unprecedentedly serve as a good acceptor to form the O-H S H-O bifurcated H-bond.</description><subject>Bifurcations</subject><subject>Bonding strength</subject><subject>Density functional theory</subject><subject>Electronegativity</subject><subject>Fourier transforms</subject><subject>Hydrogen bonds</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Organic chemistry</subject><subject>Sulfur</subject><issn>1463-9076</issn><issn>1463-9084</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><recordid>eNpdkUtLxDAUhYsoOI5u3AsFNyJU723StF3q-IQBXTgbNyXNw-nQSWrSCuOvN2NFwdV98J3L4dwoOka4QCDlpUTRAWWA9U40QcpIUkJBd3_7nO1HB96vAAAzJJPodWE6p4SSyvRKxrb2yn3wvrEm5kbGYskdF71yzee4tDr2Q6sHl4igcEFSN2ESfKtebqSzb8rEtTXSH0Z7mrdeHf3UabS4u32ZPSTzp_vH2dU8EQRpnwiUWZrnlCEgsjTXaZoJxolUmSJpKREEZVJDsFsUElVZY5lrxhnLwlLnZBqdjXc7Z98H5ftq3Xih2pYbZQdfpQygSClAGdDTf-jKDs4Ed1uKFnlIhQTqfKSEs947pavONWvuNhVCtY25usHZ83fM1wE-GWHnxS_39wbyBewpeVY</recordid><startdate>20211201</startdate><enddate>20211201</enddate><creator>Ma, Xiantao</creator><creator>Zhu, Yingying</creator><creator>Yu, Jing</creator><creator>Zhao, Geng</creator><creator>Duanmu, Jiaxin</creator><creator>Yuan, Yiyun</creator><creator>Chang, Xue-Ping</creator><creator>Xu, Dongli</creator><creator>Zhou, Qiuju</creator><general>Royal Society of Chemistry</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-0012-6944</orcidid></search><sort><creationdate>20211201</creationdate><title>Unprecedented observation and characterization of sulfur-centred bifurcated hydrogen bonds</title><author>Ma, Xiantao ; Zhu, Yingying ; Yu, Jing ; Zhao, Geng ; Duanmu, Jiaxin ; Yuan, Yiyun ; Chang, Xue-Ping ; Xu, Dongli ; Zhou, Qiuju</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c314t-c1d5277461011627f225c6a3de5e329d10c46df051388d1e9b197f6a665f05f73</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>Bifurcations</topic><topic>Bonding strength</topic><topic>Density functional theory</topic><topic>Electronegativity</topic><topic>Fourier transforms</topic><topic>Hydrogen bonds</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Organic chemistry</topic><topic>Sulfur</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Ma, Xiantao</creatorcontrib><creatorcontrib>Zhu, Yingying</creatorcontrib><creatorcontrib>Yu, Jing</creatorcontrib><creatorcontrib>Zhao, Geng</creatorcontrib><creatorcontrib>Duanmu, Jiaxin</creatorcontrib><creatorcontrib>Yuan, Yiyun</creatorcontrib><creatorcontrib>Chang, Xue-Ping</creatorcontrib><creatorcontrib>Xu, Dongli</creatorcontrib><creatorcontrib>Zhou, Qiuju</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><collection>MEDLINE - Academic</collection><jtitle>Physical chemistry chemical physics : PCCP</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Ma, Xiantao</au><au>Zhu, Yingying</au><au>Yu, Jing</au><au>Zhao, Geng</au><au>Duanmu, Jiaxin</au><au>Yuan, Yiyun</au><au>Chang, Xue-Ping</au><au>Xu, Dongli</au><au>Zhou, Qiuju</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Unprecedented observation and characterization of sulfur-centred bifurcated hydrogen bonds</atitle><jtitle>Physical chemistry chemical physics : PCCP</jtitle><date>2021-12-01</date><risdate>2021</risdate><volume>23</volume><issue>46</issue><spage>26519</spage><epage>26523</epage><pages>26519-26523</pages><issn>1463-9076</issn><eissn>1463-9084</eissn><abstract>Owing to the small electronegativity of the sulfur atom, it is commonly supposed that at most one weak H-bond can be formed between a sulfur atom and an H-bond donor. In this paper, an unprecedented 2 : 1 binding species generated from two molecules of phenol and a molecule of thioether was observed and characterized by various nuclear magnetic resonance (NMR) techniques, Fourier transform-infrared (FT-IR) techniques and density functional theory (DFT) calculations, revealing the formation of sulfur-centred O-H S H-O bifurcated H-bonds. This work may provide a simple and efficient method for the quantitative analysis of weak H-bonds between small organic molecules. It is observed that the sulfur atom can unprecedentedly serve as a good acceptor to form the O-H S H-O bifurcated H-bond.</abstract><cop>Cambridge</cop><pub>Royal Society of Chemistry</pub><doi>10.1039/d1cp04601b</doi><tpages>5</tpages><orcidid>https://orcid.org/0000-0002-0012-6944</orcidid></addata></record>
fulltext fulltext
identifier ISSN: 1463-9076
ispartof Physical chemistry chemical physics : PCCP, 2021-12, Vol.23 (46), p.26519-26523
issn 1463-9076
1463-9084
language eng
recordid cdi_proquest_journals_2604870153
source Royal Society of Chemistry
subjects Bifurcations
Bonding strength
Density functional theory
Electronegativity
Fourier transforms
Hydrogen bonds
NMR
Nuclear magnetic resonance
Organic chemistry
Sulfur
title Unprecedented observation and characterization of sulfur-centred bifurcated hydrogen bonds
url http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-01T03%3A12%3A36IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_rsc_p&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Unprecedented%20observation%20and%20characterization%20of%20sulfur-centred%20bifurcated%20hydrogen%20bonds&rft.jtitle=Physical%20chemistry%20chemical%20physics%20:%20PCCP&rft.au=Ma,%20Xiantao&rft.date=2021-12-01&rft.volume=23&rft.issue=46&rft.spage=26519&rft.epage=26523&rft.pages=26519-26523&rft.issn=1463-9076&rft.eissn=1463-9084&rft_id=info:doi/10.1039/d1cp04601b&rft_dat=%3Cproquest_rsc_p%3E2604870153%3C/proquest_rsc_p%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-c314t-c1d5277461011627f225c6a3de5e329d10c46df051388d1e9b197f6a665f05f73%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_pqid=2604870153&rft_id=info:pmid/&rfr_iscdi=true