Intramolecular Noncovalent Interactions in Bis-Imidazolium Dications with Short Aliphatic Spacers
Stretched all- trans conformations were found preferable in computed structures of bis-imidazolium dications with short aliphatic (С 1 –С 4 ) and hydroxyl substituted –СН 2 –СНОН–СН 2 – bridges. The molecular electrostatic potential is distributed unevenly in the dications: maxima of molecular elect...
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| Veröffentlicht in: | Russian journal of general chemistry 2023-06, Vol.93 (6), p.1327-1343 |
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| container_title | Russian journal of general chemistry |
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| creator | Zarechnaya, O. M. Mikhailov, V. A. |
| description | Stretched all-
trans
conformations were found preferable in computed structures of bis-imidazolium dications with short aliphatic (С
1
–С
4
) and hydroxyl substituted –СН
2
–СНОН–СН
2
– bridges. The molecular electrostatic potential is distributed unevenly in the dications: maxima of molecular electrostatic potential are located near С
2
Н imidazolium and bridge hydrogens for the α,ω-alkenyl bridges, and close to hydroxyl hydrogen for the hydroxypropane bridge. Intramolecular hydrogen bonds С–Н···ОН contribute to a significantly higher rotational barrier around С
1
–C
2
bond in dications with a hydroxypropane bridge compared with polymethylene bridges. |
| doi_str_mv | 10.1134/S1070363223060038 |
| format | Article |
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trans
conformations were found preferable in computed structures of bis-imidazolium dications with short aliphatic (С
1
–С
4
) and hydroxyl substituted –СН
2
–СНОН–СН
2
– bridges. The molecular electrostatic potential is distributed unevenly in the dications: maxima of molecular electrostatic potential are located near С
2
Н imidazolium and bridge hydrogens for the α,ω-alkenyl bridges, and close to hydroxyl hydrogen for the hydroxypropane bridge. Intramolecular hydrogen bonds С–Н···ОН contribute to a significantly higher rotational barrier around С
1
–C
2
bond in dications with a hydroxypropane bridge compared with polymethylene bridges.</description><identifier>ISSN: 1070-3632</identifier><identifier>EISSN: 1608-3350</identifier><identifier>DOI: 10.1134/S1070363223060038</identifier><language>eng</language><publisher>Moscow: Pleiades Publishing</publisher><subject>Aliphatic compounds ; Chemistry ; Chemistry and Materials Science ; Chemistry/Food Science ; Hydrogen bonds ; Surface active agents</subject><ispartof>Russian journal of general chemistry, 2023-06, Vol.93 (6), p.1327-1343</ispartof><rights>Pleiades Publishing, Ltd. 2023</rights><rights>COPYRIGHT 2023 Springer</rights><rights>Pleiades Publishing, Ltd. 2023.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c307t-9e481aa426f524042f32bc381ced3061144a3b33bf833fcf86d1aebe00f53af3</cites><orcidid>0000-0002-4184-1805</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1134/S1070363223060038$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1134/S1070363223060038$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,776,780,27901,27902,41464,42533,51294</link.rule.ids></links><search><creatorcontrib>Zarechnaya, O. M.</creatorcontrib><creatorcontrib>Mikhailov, V. A.</creatorcontrib><title>Intramolecular Noncovalent Interactions in Bis-Imidazolium Dications with Short Aliphatic Spacers</title><title>Russian journal of general chemistry</title><addtitle>Russ J Gen Chem</addtitle><description>Stretched all-
trans
conformations were found preferable in computed structures of bis-imidazolium dications with short aliphatic (С
1
–С
4
) and hydroxyl substituted –СН
2
–СНОН–СН
2
– bridges. The molecular electrostatic potential is distributed unevenly in the dications: maxima of molecular electrostatic potential are located near С
2
Н imidazolium and bridge hydrogens for the α,ω-alkenyl bridges, and close to hydroxyl hydrogen for the hydroxypropane bridge. Intramolecular hydrogen bonds С–Н···ОН contribute to a significantly higher rotational barrier around С
1
–C
2
bond in dications with a hydroxypropane bridge compared with polymethylene bridges.</description><subject>Aliphatic compounds</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Chemistry/Food Science</subject><subject>Hydrogen bonds</subject><subject>Surface active agents</subject><issn>1070-3632</issn><issn>1608-3350</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><recordid>eNp1kM1OwzAQhCMEEqXwANwicU5Ze53EPZbyV6mCQ3uPHMduXSV2sVMQPD2ugsQBIR_W2pnP3tkkuSYwIQTZ7YpACVggpQgFAPKTZEQK4BliDqfxHuXsqJ8nFyHsAAhAQUeJWNjei861Sh5a4dMXZ6V7F62yfRol5YXsjbMhNTa9MyFbdKYRX641hy69N1IM4ofpt-lq63yfzlqz38a2TFd7IZUPl8mZFm1QVz91nKwfH9bz52z5-rSYz5aZRCj7bKoYJ0IwWuicMmBUI60lciJVEyMRwpjAGrHWHFFLzYuGCFUrAJ2j0DhOboZn9969HVToq507eBt_rChnfMphyvPomgyuTYxYGatdTC_jaVRnpLNKm9iflQXgtATGI0AGQHoXgle62nvTCf9ZEaiOm6_-bD4ydGBC9NqN8r-j_A99A78RhXA</recordid><startdate>20230601</startdate><enddate>20230601</enddate><creator>Zarechnaya, O. M.</creator><creator>Mikhailov, V. A.</creator><general>Pleiades Publishing</general><general>Springer</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0002-4184-1805</orcidid></search><sort><creationdate>20230601</creationdate><title>Intramolecular Noncovalent Interactions in Bis-Imidazolium Dications with Short Aliphatic Spacers</title><author>Zarechnaya, O. M. ; Mikhailov, V. A.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c307t-9e481aa426f524042f32bc381ced3061144a3b33bf833fcf86d1aebe00f53af3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>Aliphatic compounds</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Chemistry/Food Science</topic><topic>Hydrogen bonds</topic><topic>Surface active agents</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Zarechnaya, O. M.</creatorcontrib><creatorcontrib>Mikhailov, V. A.</creatorcontrib><collection>CrossRef</collection><jtitle>Russian journal of general chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Zarechnaya, O. M.</au><au>Mikhailov, V. A.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Intramolecular Noncovalent Interactions in Bis-Imidazolium Dications with Short Aliphatic Spacers</atitle><jtitle>Russian journal of general chemistry</jtitle><stitle>Russ J Gen Chem</stitle><date>2023-06-01</date><risdate>2023</risdate><volume>93</volume><issue>6</issue><spage>1327</spage><epage>1343</epage><pages>1327-1343</pages><issn>1070-3632</issn><eissn>1608-3350</eissn><abstract>Stretched all-
trans
conformations were found preferable in computed structures of bis-imidazolium dications with short aliphatic (С
1
–С
4
) and hydroxyl substituted –СН
2
–СНОН–СН
2
– bridges. The molecular electrostatic potential is distributed unevenly in the dications: maxima of molecular electrostatic potential are located near С
2
Н imidazolium and bridge hydrogens for the α,ω-alkenyl bridges, and close to hydroxyl hydrogen for the hydroxypropane bridge. Intramolecular hydrogen bonds С–Н···ОН contribute to a significantly higher rotational barrier around С
1
–C
2
bond in dications with a hydroxypropane bridge compared with polymethylene bridges.</abstract><cop>Moscow</cop><pub>Pleiades Publishing</pub><doi>10.1134/S1070363223060038</doi><tpages>17</tpages><orcidid>https://orcid.org/0000-0002-4184-1805</orcidid></addata></record> |
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| ispartof | Russian journal of general chemistry, 2023-06, Vol.93 (6), p.1327-1343 |
| issn | 1070-3632 1608-3350 |
| language | eng |
| recordid | cdi_proquest_journals_2848980985 |
| source | SpringerLink |
| subjects | Aliphatic compounds Chemistry Chemistry and Materials Science Chemistry/Food Science Hydrogen bonds Surface active agents |
| title | Intramolecular Noncovalent Interactions in Bis-Imidazolium Dications with Short Aliphatic Spacers |
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