Loading…

Effect of bridging anions on the structure and stability of phenoxide bridged zinc dipicolylamine coordination complexes

A series of four related phenol derivatives, with 2,2′-dipicolylamine substituents at the ortho positions, were prepared and their Zn 2+ coordination complexes studied by spectroscopic methods. X-ray crystal diffraction analysis of a dinuclear zinc complex with two bridging acetate anions showed a t...

Full description

Saved in:
Bibliographic Details
Published in:Supramolecular chemistry 2013-06, Vol.25 (6), p.315-322
Main Authors: O'Neil, Edward J., Jiang, Hua, Smith, Bradley D.
Format: Article
Language:English
Subjects:
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-c492t-59de597a1917cdd2c30d6b06299e3d5a2d8f90241d553d1b6b9df5f382bbc8743
cites cdi_FETCH-LOGICAL-c492t-59de597a1917cdd2c30d6b06299e3d5a2d8f90241d553d1b6b9df5f382bbc8743
container_end_page 322
container_issue 6
container_start_page 315
container_title Supramolecular chemistry
container_volume 25
creator O'Neil, Edward J.
Jiang, Hua
Smith, Bradley D.
description A series of four related phenol derivatives, with 2,2′-dipicolylamine substituents at the ortho positions, were prepared and their Zn 2+ coordination complexes studied by spectroscopic methods. X-ray crystal diffraction analysis of a dinuclear zinc complex with two bridging acetate anions showed a ternary structure with highly charged interior and lipophilic exterior, which helps explain why this class of water-soluble complexes can effectively diffuse through cell membranes. The stability of the dinuclear zinc complexes in aqueous solution was found to be strongly anion dependent; that is, bridging oxyanions, such as acetate and pyrophosphate, lock the two Zn 2+ cations to the surrounding ligand and greatly enhance ligand/zinc affinity. Overall, the results provide new insight into the structural and mechanistic factors that control the recognition and chemosensing performance of phenoxide bridged dipicolylamine molecular probes.
doi_str_mv 10.1080/10610278.2013.776170
format article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_crossref_primary_10_1080_10610278_2013_776170</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>1826573140</sourcerecordid><originalsourceid>FETCH-LOGICAL-c492t-59de597a1917cdd2c30d6b06299e3d5a2d8f90241d553d1b6b9df5f382bbc8743</originalsourceid><addsrcrecordid>eNp9kUtv1DAUhSMEoqXwDxCKxIZNBj8SPzYgVJWHVIkNrC3HjxlXjh1sp8zw63GUtgIWrOx7_Z1zfXWa5iUEOwgYeAsBgQBRtkMA4h2lBFLwqDmvPd6BnrLH653AbmXOmmc53wCAIGXoaXOGMIc9ROy8OV5Za1Rpo23H5PTehX0rg4shtzG05WDaXNKiypJM7etaydF5V06rYj6YEI9Om01rdPvLBdVqNzsV_cnLyQXTqhiTdkGW6lqLafbmaPLz5omVPpsXd-dF8_3j1bfLz931109fLj9cd6rnqHQD12bgVEIOqdIaKQw0GQFBnBusB4k0sxygHuphwBqOZOTaDhYzNI6K0R5fNO8233kZJ6OVCSVJL-bkJplOIkon_n4J7iD28VZgihhguBq8uTNI8cdichGTy8p4L4OJSxaQITJQDHtQ0df_oDdxSaGuJyAmBAyg57BS_UapFHNOxj58BgKxRivuoxVrtGKLtspe_bnIg-g-ywq83wAXbEyT_BmT16LIk4_JJhmUywL_d8Rvwca1eg</addsrcrecordid><sourcetype>Open Access Repository</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1366050491</pqid></control><display><type>article</type><title>Effect of bridging anions on the structure and stability of phenoxide bridged zinc dipicolylamine coordination complexes</title><source>Taylor and Francis Science and Technology Collection</source><creator>O'Neil, Edward J. ; Jiang, Hua ; Smith, Bradley D.</creator><creatorcontrib>O'Neil, Edward J. ; Jiang, Hua ; Smith, Bradley D.</creatorcontrib><description>A series of four related phenol derivatives, with 2,2′-dipicolylamine substituents at the ortho positions, were prepared and their Zn 2+ coordination complexes studied by spectroscopic methods. X-ray crystal diffraction analysis of a dinuclear zinc complex with two bridging acetate anions showed a ternary structure with highly charged interior and lipophilic exterior, which helps explain why this class of water-soluble complexes can effectively diffuse through cell membranes. The stability of the dinuclear zinc complexes in aqueous solution was found to be strongly anion dependent; that is, bridging oxyanions, such as acetate and pyrophosphate, lock the two Zn 2+ cations to the surrounding ligand and greatly enhance ligand/zinc affinity. Overall, the results provide new insight into the structural and mechanistic factors that control the recognition and chemosensing performance of phenoxide bridged dipicolylamine molecular probes.</description><identifier>ISSN: 1061-0278</identifier><identifier>EISSN: 1029-0478</identifier><identifier>DOI: 10.1080/10610278.2013.776170</identifier><identifier>PMID: 23914128</identifier><language>eng</language><publisher>England: Taylor &amp; Francis Group</publisher><subject>anion recognition ; Ligands ; NMR ; Nuclear magnetic resonance ; spectroscopic analysis ; titration ; X-ray crystallography ; Zinc ; zinc coordination</subject><ispartof>Supramolecular chemistry, 2013-06, Vol.25 (6), p.315-322</ispartof><rights>Copyright Taylor &amp; Francis Group, LLC 2013</rights><rights>Copyright Taylor and Francis Group, LLC</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c492t-59de597a1917cdd2c30d6b06299e3d5a2d8f90241d553d1b6b9df5f382bbc8743</citedby><cites>FETCH-LOGICAL-c492t-59de597a1917cdd2c30d6b06299e3d5a2d8f90241d553d1b6b9df5f382bbc8743</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>230,314,780,784,885,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/23914128$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>O'Neil, Edward J.</creatorcontrib><creatorcontrib>Jiang, Hua</creatorcontrib><creatorcontrib>Smith, Bradley D.</creatorcontrib><title>Effect of bridging anions on the structure and stability of phenoxide bridged zinc dipicolylamine coordination complexes</title><title>Supramolecular chemistry</title><addtitle>Supramol Chem</addtitle><description>A series of four related phenol derivatives, with 2,2′-dipicolylamine substituents at the ortho positions, were prepared and their Zn 2+ coordination complexes studied by spectroscopic methods. X-ray crystal diffraction analysis of a dinuclear zinc complex with two bridging acetate anions showed a ternary structure with highly charged interior and lipophilic exterior, which helps explain why this class of water-soluble complexes can effectively diffuse through cell membranes. The stability of the dinuclear zinc complexes in aqueous solution was found to be strongly anion dependent; that is, bridging oxyanions, such as acetate and pyrophosphate, lock the two Zn 2+ cations to the surrounding ligand and greatly enhance ligand/zinc affinity. Overall, the results provide new insight into the structural and mechanistic factors that control the recognition and chemosensing performance of phenoxide bridged dipicolylamine molecular probes.</description><subject>anion recognition</subject><subject>Ligands</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>spectroscopic analysis</subject><subject>titration</subject><subject>X-ray crystallography</subject><subject>Zinc</subject><subject>zinc coordination</subject><issn>1061-0278</issn><issn>1029-0478</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><recordid>eNp9kUtv1DAUhSMEoqXwDxCKxIZNBj8SPzYgVJWHVIkNrC3HjxlXjh1sp8zw63GUtgIWrOx7_Z1zfXWa5iUEOwgYeAsBgQBRtkMA4h2lBFLwqDmvPd6BnrLH653AbmXOmmc53wCAIGXoaXOGMIc9ROy8OV5Za1Rpo23H5PTehX0rg4shtzG05WDaXNKiypJM7etaydF5V06rYj6YEI9Om01rdPvLBdVqNzsV_cnLyQXTqhiTdkGW6lqLafbmaPLz5omVPpsXd-dF8_3j1bfLz931109fLj9cd6rnqHQD12bgVEIOqdIaKQw0GQFBnBusB4k0sxygHuphwBqOZOTaDhYzNI6K0R5fNO8233kZJ6OVCSVJL-bkJplOIkon_n4J7iD28VZgihhguBq8uTNI8cdichGTy8p4L4OJSxaQITJQDHtQ0df_oDdxSaGuJyAmBAyg57BS_UapFHNOxj58BgKxRivuoxVrtGKLtspe_bnIg-g-ywq83wAXbEyT_BmT16LIk4_JJhmUywL_d8Rvwca1eg</recordid><startdate>20130601</startdate><enddate>20130601</enddate><creator>O'Neil, Edward J.</creator><creator>Jiang, Hua</creator><creator>Smith, Bradley D.</creator><general>Taylor &amp; Francis Group</general><general>Taylor &amp; Francis Ltd</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><scope>5PM</scope></search><sort><creationdate>20130601</creationdate><title>Effect of bridging anions on the structure and stability of phenoxide bridged zinc dipicolylamine coordination complexes</title><author>O'Neil, Edward J. ; Jiang, Hua ; Smith, Bradley D.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c492t-59de597a1917cdd2c30d6b06299e3d5a2d8f90241d553d1b6b9df5f382bbc8743</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><topic>anion recognition</topic><topic>Ligands</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>spectroscopic analysis</topic><topic>titration</topic><topic>X-ray crystallography</topic><topic>Zinc</topic><topic>zinc coordination</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>O'Neil, Edward J.</creatorcontrib><creatorcontrib>Jiang, Hua</creatorcontrib><creatorcontrib>Smith, Bradley D.</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>Supramolecular chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>O'Neil, Edward J.</au><au>Jiang, Hua</au><au>Smith, Bradley D.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Effect of bridging anions on the structure and stability of phenoxide bridged zinc dipicolylamine coordination complexes</atitle><jtitle>Supramolecular chemistry</jtitle><addtitle>Supramol Chem</addtitle><date>2013-06-01</date><risdate>2013</risdate><volume>25</volume><issue>6</issue><spage>315</spage><epage>322</epage><pages>315-322</pages><issn>1061-0278</issn><eissn>1029-0478</eissn><abstract>A series of four related phenol derivatives, with 2,2′-dipicolylamine substituents at the ortho positions, were prepared and their Zn 2+ coordination complexes studied by spectroscopic methods. X-ray crystal diffraction analysis of a dinuclear zinc complex with two bridging acetate anions showed a ternary structure with highly charged interior and lipophilic exterior, which helps explain why this class of water-soluble complexes can effectively diffuse through cell membranes. The stability of the dinuclear zinc complexes in aqueous solution was found to be strongly anion dependent; that is, bridging oxyanions, such as acetate and pyrophosphate, lock the two Zn 2+ cations to the surrounding ligand and greatly enhance ligand/zinc affinity. Overall, the results provide new insight into the structural and mechanistic factors that control the recognition and chemosensing performance of phenoxide bridged dipicolylamine molecular probes.</abstract><cop>England</cop><pub>Taylor &amp; Francis Group</pub><pmid>23914128</pmid><doi>10.1080/10610278.2013.776170</doi><tpages>8</tpages><oa>free_for_read</oa></addata></record>
fulltext fulltext
identifier ISSN: 1061-0278
ispartof Supramolecular chemistry, 2013-06, Vol.25 (6), p.315-322
issn 1061-0278
1029-0478
language eng
recordid cdi_crossref_primary_10_1080_10610278_2013_776170
source Taylor and Francis Science and Technology Collection
subjects anion recognition
Ligands
NMR
Nuclear magnetic resonance
spectroscopic analysis
titration
X-ray crystallography
Zinc
zinc coordination
title Effect of bridging anions on the structure and stability of phenoxide bridged zinc dipicolylamine coordination complexes
url http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-25T22%3A30%3A25IST&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=Effect%20of%20bridging%20anions%20on%20the%20structure%20and%20stability%20of%20phenoxide%20bridged%20zinc%20dipicolylamine%20coordination%20complexes&rft.jtitle=Supramolecular%20chemistry&rft.au=O'Neil,%20Edward%20J.&rft.date=2013-06-01&rft.volume=25&rft.issue=6&rft.spage=315&rft.epage=322&rft.pages=315-322&rft.issn=1061-0278&rft.eissn=1029-0478&rft_id=info:doi/10.1080/10610278.2013.776170&rft_dat=%3Cproquest_cross%3E1826573140%3C/proquest_cross%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-c492t-59de597a1917cdd2c30d6b06299e3d5a2d8f90241d553d1b6b9df5f382bbc8743%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_pqid=1366050491&rft_id=info:pmid/23914128&rfr_iscdi=true