An ab initio study of solvent polarity and hydrogen bonding effects on the nitrogen NMR shieldings of N,N-dimethylacetamidine
Density functional theory combined with the polarizable continuum model (PCM) and continuous set of gauge transformations method is applied to investigate the effects of solvent polarity on the nitrogen NMR shieldings of N, N‐dimethylacetamidine. Hydrogen bonding effects on shielding are likewise ca...
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| Veröffentlicht in: | Magnetic resonance in chemistry 2002-12, Vol.40 (12), p.781-785 |
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| container_title | Magnetic resonance in chemistry |
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| creator | Manalo, Marlon N. de Dios, Angel C. |
| description | Density functional theory combined with the polarizable continuum model (PCM) and continuous set of gauge transformations method is applied to investigate the effects of solvent polarity on the nitrogen NMR shieldings of N, N‐dimethylacetamidine. Hydrogen bonding effects on shielding are likewise calculated using a supermolecule approach, where the imino group of the solute is hydrogen bonded with solvent. Theoretical results are compared with published experimental data. The PCM shielding calculations utilizing PCM‐optimized solute geometries yield results comparable to those obtained with the supermolecule approach. Geometry optimization of the solute appears to be more important in PCM shielding calculations than in the supermolecule approach. The large solvent shifts observed in water can only be reproduced when the N·H distance used in the calculation indicates full proton transfer from water to the imino nitrogen of the solute. Copyright © 2002 John Wiley & Sons, Ltd. |
| doi_str_mv | 10.1002/mrc.1095 |
| format | Article |
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Hydrogen bonding effects on shielding are likewise calculated using a supermolecule approach, where the imino group of the solute is hydrogen bonded with solvent. Theoretical results are compared with published experimental data. The PCM shielding calculations utilizing PCM‐optimized solute geometries yield results comparable to those obtained with the supermolecule approach. Geometry optimization of the solute appears to be more important in PCM shielding calculations than in the supermolecule approach. The large solvent shifts observed in water can only be reproduced when the N·H distance used in the calculation indicates full proton transfer from water to the imino nitrogen of the solute. Copyright © 2002 John Wiley & Sons, Ltd.</description><identifier>ISSN: 0749-1581</identifier><identifier>EISSN: 1097-458X</identifier><identifier>DOI: 10.1002/mrc.1095</identifier><language>eng</language><publisher>Chichester, UK: John Wiley & Sons, Ltd</publisher><subject>15N ; ab initio calculations ; amidines ; CSGT ; hydrogen bonding ; nitrogen chemical shifts ; nitrogen shieldings ; NMR ; PCM ; solvent effects</subject><ispartof>Magnetic resonance in chemistry, 2002-12, Vol.40 (12), p.781-785</ispartof><rights>Copyright © 2002 John Wiley & Sons, Ltd.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3015-ce34fbe054c143355ac3c8bf356e0f48ae3aab7a0c3e3fc7f11301b78635f283</citedby><cites>FETCH-LOGICAL-c3015-ce34fbe054c143355ac3c8bf356e0f48ae3aab7a0c3e3fc7f11301b78635f283</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fmrc.1095$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fmrc.1095$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids></links><search><creatorcontrib>Manalo, Marlon N.</creatorcontrib><creatorcontrib>de Dios, Angel C.</creatorcontrib><title>An ab initio study of solvent polarity and hydrogen bonding effects on the nitrogen NMR shieldings of N,N-dimethylacetamidine</title><title>Magnetic resonance in chemistry</title><addtitle>Magn. Reson. Chem</addtitle><description>Density functional theory combined with the polarizable continuum model (PCM) and continuous set of gauge transformations method is applied to investigate the effects of solvent polarity on the nitrogen NMR shieldings of N, N‐dimethylacetamidine. Hydrogen bonding effects on shielding are likewise calculated using a supermolecule approach, where the imino group of the solute is hydrogen bonded with solvent. Theoretical results are compared with published experimental data. The PCM shielding calculations utilizing PCM‐optimized solute geometries yield results comparable to those obtained with the supermolecule approach. Geometry optimization of the solute appears to be more important in PCM shielding calculations than in the supermolecule approach. The large solvent shifts observed in water can only be reproduced when the N·H distance used in the calculation indicates full proton transfer from water to the imino nitrogen of the solute. Copyright © 2002 John Wiley & Sons, Ltd.</description><subject>15N</subject><subject>ab initio calculations</subject><subject>amidines</subject><subject>CSGT</subject><subject>hydrogen bonding</subject><subject>nitrogen chemical shifts</subject><subject>nitrogen shieldings</subject><subject>NMR</subject><subject>PCM</subject><subject>solvent effects</subject><issn>0749-1581</issn><issn>1097-458X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2002</creationdate><recordtype>article</recordtype><recordid>eNp1kM1LwzAYxoMoOKfgn5CjB6vJ0qzpcQ6twlZhDiZeQpq-WaP9kCZ-9OD_bstE8ODpeeH5vb_Dg9ApJReUkMll1er-iPkeGvURBSEXj_toRKIwDigX9BAdOfdMCInjiI3Q16zGKsO2tt422Pm3vMONwa4p36H2-LUpVWt9h1Wd46LL22YLNc6aOrf1FoMxoL3DTY19Abh37Pp0ucKusFAOlBt86Xka5LYCX3Sl0uBVZfsOjtGBUaWDk58co_XN9Xp-Gyzuk7v5bBFoRigPNLDQZEB4qGnIGOdKMy0yw_gUiAmFAqZUFimiGTCjI0Np_5dFYsq4mQg2Rmc7rW4b51ow8rW1lWo7SYkcVpP9anJYrUeDHfphS-j-5eRyNf_LW-fh85dX7YucRizicpMm8ikRq41IruQD-wY3d3-6</recordid><startdate>200212</startdate><enddate>200212</enddate><creator>Manalo, Marlon N.</creator><creator>de Dios, Angel C.</creator><general>John Wiley & Sons, Ltd</general><scope>BSCLL</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>200212</creationdate><title>An ab initio study of solvent polarity and hydrogen bonding effects on the nitrogen NMR shieldings of N,N-dimethylacetamidine</title><author>Manalo, Marlon N. ; de Dios, Angel C.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3015-ce34fbe054c143355ac3c8bf356e0f48ae3aab7a0c3e3fc7f11301b78635f283</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2002</creationdate><topic>15N</topic><topic>ab initio calculations</topic><topic>amidines</topic><topic>CSGT</topic><topic>hydrogen bonding</topic><topic>nitrogen chemical shifts</topic><topic>nitrogen shieldings</topic><topic>NMR</topic><topic>PCM</topic><topic>solvent effects</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Manalo, Marlon N.</creatorcontrib><creatorcontrib>de Dios, Angel C.</creatorcontrib><collection>Istex</collection><collection>CrossRef</collection><jtitle>Magnetic resonance in chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Manalo, Marlon N.</au><au>de Dios, Angel C.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>An ab initio study of solvent polarity and hydrogen bonding effects on the nitrogen NMR shieldings of N,N-dimethylacetamidine</atitle><jtitle>Magnetic resonance in chemistry</jtitle><addtitle>Magn. Reson. Chem</addtitle><date>2002-12</date><risdate>2002</risdate><volume>40</volume><issue>12</issue><spage>781</spage><epage>785</epage><pages>781-785</pages><issn>0749-1581</issn><eissn>1097-458X</eissn><abstract>Density functional theory combined with the polarizable continuum model (PCM) and continuous set of gauge transformations method is applied to investigate the effects of solvent polarity on the nitrogen NMR shieldings of N, N‐dimethylacetamidine. Hydrogen bonding effects on shielding are likewise calculated using a supermolecule approach, where the imino group of the solute is hydrogen bonded with solvent. Theoretical results are compared with published experimental data. The PCM shielding calculations utilizing PCM‐optimized solute geometries yield results comparable to those obtained with the supermolecule approach. Geometry optimization of the solute appears to be more important in PCM shielding calculations than in the supermolecule approach. The large solvent shifts observed in water can only be reproduced when the N·H distance used in the calculation indicates full proton transfer from water to the imino nitrogen of the solute. Copyright © 2002 John Wiley & Sons, Ltd.</abstract><cop>Chichester, UK</cop><pub>John Wiley & Sons, Ltd</pub><doi>10.1002/mrc.1095</doi><tpages>5</tpages></addata></record> |
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| source | Wiley Blackwell Single Titles |
| subjects | 15N ab initio calculations amidines CSGT hydrogen bonding nitrogen chemical shifts nitrogen shieldings NMR PCM solvent effects |
| title | An ab initio study of solvent polarity and hydrogen bonding effects on the nitrogen NMR shieldings of N,N-dimethylacetamidine |
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