Aromatic Molecules in Anion Recognition:  Electrostatics versus H-Bonding

Mass-selected complexes A-·C6F n H6- n (A = Cl, I, SF6; n = 0−5) were studied by infrared photodissociation spectroscopy and computational chemistry methods to investigate the interaction of negative ions and aromatic molecules, in which the charge distribution can be tuned by fluorination. Surprisi...

Full description

Saved in:
Bibliographic Details
Published in:Journal of the American Chemical Society 2007-10, Vol.129 (43), p.13022-13026
Main Authors: Schneider, Holger, Vogelhuber, Kristen M, Schinle, Florian, Weber, J. Mathias
Format: Article
Language:English
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-a351t-31963300404c11226d6a59d1cf8aef29d6c70d7f5b1619d136f857b0b5d7467e3
cites cdi_FETCH-LOGICAL-a351t-31963300404c11226d6a59d1cf8aef29d6c70d7f5b1619d136f857b0b5d7467e3
container_end_page 13026
container_issue 43
container_start_page 13022
container_title Journal of the American Chemical Society
container_volume 129
creator Schneider, Holger
Vogelhuber, Kristen M
Schinle, Florian
Weber, J. Mathias
description Mass-selected complexes A-·C6F n H6- n (A = Cl, I, SF6; n = 0−5) were studied by infrared photodissociation spectroscopy and computational chemistry methods to investigate the interaction of negative ions and aromatic molecules, in which the charge distribution can be tuned by fluorination. Surprisingly, we find that, despite positive partial charges on the carbon atoms at high levels of fluorination, all anions under study prefer hydrogen bonding to the remaining H atoms in the ligand rather than binding to the positively charged ring. Moreover, bifurcated hydrogen bonds to two neighboring CH groups are energetically favored over linear hydrogen bonds to a single CH group.
doi_str_mv 10.1021/ja073028k
format article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_68432115</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>68432115</sourcerecordid><originalsourceid>FETCH-LOGICAL-a351t-31963300404c11226d6a59d1cf8aef29d6c70d7f5b1619d136f857b0b5d7467e3</originalsourceid><addsrcrecordid>eNpt0LtOwzAUBmALgaAUBl4AZQGJIeBjx3bCVspVUIFKgdFyHQelpHGxEwQbK6_Jk-CqFSxMvn0-5-hHaAfwIWACRxOFBcUkfVlBHWAExwwIX0UdjDGJRcrpBtr0fhKOCUlhHW2AyCBNKeug656zU9WUOhrYyui2Mj4q66hXl7aOhkbb57pswv74-_MrOguicdY38w8-ejPOtz66jE9snZf18xZaK1TlzfZy7aKH87NR_zK-ub246vduYkUZNDGFjFMaZsGJBiCE51yxLAddpMoUJMu5FjgXBRsDh3BPeZEyMcZjlouEC0O7aH9Rd-bsa2t8I6el16aqVG1s6yVPE0oAWIAHC6jD0N6ZQs5cOVXuQwKW8-Tkb3LB7i6LtuOpyf_kMqoA4gUofWPef9-Ve5FcUMHk6O5ePp6OhslTRuUg-L2FV9rLiW1dHTL5p_EPryuDpQ</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>68432115</pqid></control><display><type>article</type><title>Aromatic Molecules in Anion Recognition:  Electrostatics versus H-Bonding</title><source>American Chemical Society:Jisc Collections:American Chemical Society Read &amp; Publish Agreement 2022-2024 (Reading list)</source><creator>Schneider, Holger ; Vogelhuber, Kristen M ; Schinle, Florian ; Weber, J. Mathias</creator><creatorcontrib>Schneider, Holger ; Vogelhuber, Kristen M ; Schinle, Florian ; Weber, J. Mathias</creatorcontrib><description>Mass-selected complexes A-·C6F n H6- n (A = Cl, I, SF6; n = 0−5) were studied by infrared photodissociation spectroscopy and computational chemistry methods to investigate the interaction of negative ions and aromatic molecules, in which the charge distribution can be tuned by fluorination. Surprisingly, we find that, despite positive partial charges on the carbon atoms at high levels of fluorination, all anions under study prefer hydrogen bonding to the remaining H atoms in the ligand rather than binding to the positively charged ring. Moreover, bifurcated hydrogen bonds to two neighboring CH groups are energetically favored over linear hydrogen bonds to a single CH group.</description><identifier>ISSN: 0002-7863</identifier><identifier>EISSN: 1520-5126</identifier><identifier>DOI: 10.1021/ja073028k</identifier><identifier>PMID: 17918835</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><ispartof>Journal of the American Chemical Society, 2007-10, Vol.129 (43), p.13022-13026</ispartof><rights>Copyright © 2007 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a351t-31963300404c11226d6a59d1cf8aef29d6c70d7f5b1619d136f857b0b5d7467e3</citedby><cites>FETCH-LOGICAL-a351t-31963300404c11226d6a59d1cf8aef29d6c70d7f5b1619d136f857b0b5d7467e3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27903,27904</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/17918835$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Schneider, Holger</creatorcontrib><creatorcontrib>Vogelhuber, Kristen M</creatorcontrib><creatorcontrib>Schinle, Florian</creatorcontrib><creatorcontrib>Weber, J. Mathias</creatorcontrib><title>Aromatic Molecules in Anion Recognition:  Electrostatics versus H-Bonding</title><title>Journal of the American Chemical Society</title><addtitle>J. Am. Chem. Soc</addtitle><description>Mass-selected complexes A-·C6F n H6- n (A = Cl, I, SF6; n = 0−5) were studied by infrared photodissociation spectroscopy and computational chemistry methods to investigate the interaction of negative ions and aromatic molecules, in which the charge distribution can be tuned by fluorination. Surprisingly, we find that, despite positive partial charges on the carbon atoms at high levels of fluorination, all anions under study prefer hydrogen bonding to the remaining H atoms in the ligand rather than binding to the positively charged ring. Moreover, bifurcated hydrogen bonds to two neighboring CH groups are energetically favored over linear hydrogen bonds to a single CH group.</description><issn>0002-7863</issn><issn>1520-5126</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2007</creationdate><recordtype>article</recordtype><recordid>eNpt0LtOwzAUBmALgaAUBl4AZQGJIeBjx3bCVspVUIFKgdFyHQelpHGxEwQbK6_Jk-CqFSxMvn0-5-hHaAfwIWACRxOFBcUkfVlBHWAExwwIX0UdjDGJRcrpBtr0fhKOCUlhHW2AyCBNKeug656zU9WUOhrYyui2Mj4q66hXl7aOhkbb57pswv74-_MrOguicdY38w8-ejPOtz66jE9snZf18xZaK1TlzfZy7aKH87NR_zK-ub246vduYkUZNDGFjFMaZsGJBiCE51yxLAddpMoUJMu5FjgXBRsDh3BPeZEyMcZjlouEC0O7aH9Rd-bsa2t8I6el16aqVG1s6yVPE0oAWIAHC6jD0N6ZQs5cOVXuQwKW8-Tkb3LB7i6LtuOpyf_kMqoA4gUofWPef9-Ve5FcUMHk6O5ePp6OhslTRuUg-L2FV9rLiW1dHTL5p_EPryuDpQ</recordid><startdate>20071031</startdate><enddate>20071031</enddate><creator>Schneider, Holger</creator><creator>Vogelhuber, Kristen M</creator><creator>Schinle, Florian</creator><creator>Weber, J. Mathias</creator><general>American Chemical Society</general><scope>BSCLL</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20071031</creationdate><title>Aromatic Molecules in Anion Recognition:  Electrostatics versus H-Bonding</title><author>Schneider, Holger ; Vogelhuber, Kristen M ; Schinle, Florian ; Weber, J. Mathias</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a351t-31963300404c11226d6a59d1cf8aef29d6c70d7f5b1619d136f857b0b5d7467e3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2007</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Schneider, Holger</creatorcontrib><creatorcontrib>Vogelhuber, Kristen M</creatorcontrib><creatorcontrib>Schinle, Florian</creatorcontrib><creatorcontrib>Weber, J. Mathias</creatorcontrib><collection>Istex</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of the American Chemical Society</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Schneider, Holger</au><au>Vogelhuber, Kristen M</au><au>Schinle, Florian</au><au>Weber, J. Mathias</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Aromatic Molecules in Anion Recognition:  Electrostatics versus H-Bonding</atitle><jtitle>Journal of the American Chemical Society</jtitle><addtitle>J. Am. Chem. Soc</addtitle><date>2007-10-31</date><risdate>2007</risdate><volume>129</volume><issue>43</issue><spage>13022</spage><epage>13026</epage><pages>13022-13026</pages><issn>0002-7863</issn><eissn>1520-5126</eissn><abstract>Mass-selected complexes A-·C6F n H6- n (A = Cl, I, SF6; n = 0−5) were studied by infrared photodissociation spectroscopy and computational chemistry methods to investigate the interaction of negative ions and aromatic molecules, in which the charge distribution can be tuned by fluorination. Surprisingly, we find that, despite positive partial charges on the carbon atoms at high levels of fluorination, all anions under study prefer hydrogen bonding to the remaining H atoms in the ligand rather than binding to the positively charged ring. Moreover, bifurcated hydrogen bonds to two neighboring CH groups are energetically favored over linear hydrogen bonds to a single CH group.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>17918835</pmid><doi>10.1021/ja073028k</doi><tpages>5</tpages></addata></record>
fulltext fulltext
identifier ISSN: 0002-7863
ispartof Journal of the American Chemical Society, 2007-10, Vol.129 (43), p.13022-13026
issn 0002-7863
1520-5126
language eng
recordid cdi_proquest_miscellaneous_68432115
source American Chemical Society:Jisc Collections:American Chemical Society Read & Publish Agreement 2022-2024 (Reading list)
title Aromatic Molecules in Anion Recognition:  Electrostatics versus H-Bonding
url http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-21T12%3A18%3A02IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Aromatic%20Molecules%20in%20Anion%20Recognition:%E2%80%89%20Electrostatics%20versus%20H-Bonding&rft.jtitle=Journal%20of%20the%20American%20Chemical%20Society&rft.au=Schneider,%20Holger&rft.date=2007-10-31&rft.volume=129&rft.issue=43&rft.spage=13022&rft.epage=13026&rft.pages=13022-13026&rft.issn=0002-7863&rft.eissn=1520-5126&rft_id=info:doi/10.1021/ja073028k&rft_dat=%3Cproquest_cross%3E68432115%3C/proquest_cross%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-a351t-31963300404c11226d6a59d1cf8aef29d6c70d7f5b1619d136f857b0b5d7467e3%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_pqid=68432115&rft_id=info:pmid/17918835&rfr_iscdi=true