Factors Influencing Anion Binding Stoichiometry: The Subtle Influence of Electronic Effects
Six new, charge‐neutral norbornene‐based receptors 1a,1b–3a,3b were prepared, and their ability to interact with simple anions in DMSO was investigated using 1H NMR and UV/Vis spectroscopy. Binding of dihydrogenphosphate by the six receptors appeared to be based solely on steric constraints. In cont...
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| Veröffentlicht in: | European Journal of Organic Chemistry 2008-03, Vol.2008 (9), p.1559-1567 |
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| container_end_page | 1567 |
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| container_issue | 9 |
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| container_title | European Journal of Organic Chemistry |
| container_volume | 2008 |
| creator | Lowe, Adam J. Dyson, Gail A. Pfeffer, Frederick M. |
| description | Six new, charge‐neutral norbornene‐based receptors 1a,1b–3a,3b were prepared, and their ability to interact with simple anions in DMSO was investigated using 1H NMR and UV/Vis spectroscopy. Binding of dihydrogenphosphate by the six receptors appeared to be based solely on steric constraints. In contrast, the binding stoichiometry of 3a and 3b to acetate was controlled by subtle electronic factors.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)
Based on 1H NMR and UV/Vis studies, subtle electronic factors rather than preorganisation dictate the binding stoichiometry of the new, norbornene‐based anion hosts 3a and 3b with acetate. |
| doi_str_mv | 10.1002/ejoc.200701015 |
| format | Article |
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Based on 1H NMR and UV/Vis studies, subtle electronic factors rather than preorganisation dictate the binding stoichiometry of the new, norbornene‐based anion hosts 3a and 3b with acetate.</description><subject>Anion recognition</subject><subject>Hydrogen bonding</subject><subject>Norbornene</subject><subject>Preorganisation</subject><subject>Supramolecular chemistry</subject><issn>1434-193X</issn><issn>1099-0690</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2008</creationdate><recordtype>article</recordtype><recordid>eNqF0E1PAjEQBuDGaCKiV8_9A4vT7W6X9YZk-RAiJmA08dDU7lSKy9a0S5R_LwRDvHmad5J55vAScs2gwwDiG1w53YkBMmDA0hPSYpDnEYgcTnc54UnEcv5yTi5CWAFALgRrkdeB0o3zgY5rU22w1rZ-p73aupre2brcb_PGWb20bo2N397SxRLpfPPWVHg0SJ2hRYW68a62mhbG7HK4JGdGVQGvfmebPA2KRX8UTWfDcb83jTSHbhoJEN00yzEDwQ2ATkFxVWZZXDIEUwoUSaw4coVaaxHHUMaihAy7wGKV5MDbpHP4q70LwaORn96uld9KBnJfjdxXI4_V7EB-AF-2wu0_17K4n_X_2uhgbWjw-2iV_5Ai41kqnx-GMpmOHvlgMJET_gMXk3d-</recordid><startdate>200803</startdate><enddate>200803</enddate><creator>Lowe, Adam J.</creator><creator>Dyson, Gail A.</creator><creator>Pfeffer, Frederick M.</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><scope>BSCLL</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>200803</creationdate><title>Factors Influencing Anion Binding Stoichiometry: The Subtle Influence of Electronic Effects</title><author>Lowe, Adam J. ; Dyson, Gail A. ; Pfeffer, Frederick M.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3085-6068579e7063f00c50a3ad772d1e0fd6e642a3e3aeccc6220d26d07e8012a4903</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2008</creationdate><topic>Anion recognition</topic><topic>Hydrogen bonding</topic><topic>Norbornene</topic><topic>Preorganisation</topic><topic>Supramolecular chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Lowe, Adam J.</creatorcontrib><creatorcontrib>Dyson, Gail A.</creatorcontrib><creatorcontrib>Pfeffer, Frederick M.</creatorcontrib><collection>Istex</collection><collection>CrossRef</collection><jtitle>European Journal of Organic Chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Lowe, Adam J.</au><au>Dyson, Gail A.</au><au>Pfeffer, Frederick M.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Factors Influencing Anion Binding Stoichiometry: The Subtle Influence of Electronic Effects</atitle><jtitle>European Journal of Organic Chemistry</jtitle><addtitle>Eur. J. Org. Chem</addtitle><date>2008-03</date><risdate>2008</risdate><volume>2008</volume><issue>9</issue><spage>1559</spage><epage>1567</epage><pages>1559-1567</pages><issn>1434-193X</issn><eissn>1099-0690</eissn><abstract>Six new, charge‐neutral norbornene‐based receptors 1a,1b–3a,3b were prepared, and their ability to interact with simple anions in DMSO was investigated using 1H NMR and UV/Vis spectroscopy. Binding of dihydrogenphosphate by the six receptors appeared to be based solely on steric constraints. In contrast, the binding stoichiometry of 3a and 3b to acetate was controlled by subtle electronic factors.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)
Based on 1H NMR and UV/Vis studies, subtle electronic factors rather than preorganisation dictate the binding stoichiometry of the new, norbornene‐based anion hosts 3a and 3b with acetate.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><doi>10.1002/ejoc.200701015</doi><tpages>9</tpages></addata></record> |
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| ispartof | European Journal of Organic Chemistry, 2008-03, Vol.2008 (9), p.1559-1567 |
| issn | 1434-193X 1099-0690 |
| language | eng |
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| source | Wiley Online Library Journals Frontfile Complete |
| subjects | Anion recognition Hydrogen bonding Norbornene Preorganisation Supramolecular chemistry |
| title | Factors Influencing Anion Binding Stoichiometry: The Subtle Influence of Electronic Effects |
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