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[6]–[9]Metacyclophanes: Synthesis, Crystal Structures, and NMR and UV Spectroscopy
Metacyclophanes have been developed as non‐planar aromatic compounds with unusual physical properties. [6]–[9]Metacyclophanes were synthesized by rearrangement of 3‐nitro(perhydrocycloalka)[b]pyridinium salts, and analysis of their spectroscopic data and X‐ray diffraction patterns indicates the arom...
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| Published in: | European journal of organic chemistry 2017-10, Vol.2017 (36), p.5410-5416 |
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| Main Authors: | , , , , , |
| Format: | Article |
| Language: | English |
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| cited_by | cdi_FETCH-LOGICAL-c3176-56fc951aa0ee34f52234af207609cd9d30dc31db74de2dfe70ccdfcb7e234fc03 |
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| cites | cdi_FETCH-LOGICAL-c3176-56fc951aa0ee34f52234af207609cd9d30dc31db74de2dfe70ccdfcb7e234fc03 |
| container_end_page | 5416 |
| container_issue | 36 |
| container_start_page | 5410 |
| container_title | European journal of organic chemistry |
| container_volume | 2017 |
| creator | Shuvalov, Vladislav Yu Eltsov, Ilia V. Tumanov, Nikolay A. Boldyreva, Elena V. Nefedov, Andrey A. Sagitullina, Galina P. |
| description | Metacyclophanes have been developed as non‐planar aromatic compounds with unusual physical properties. [6]–[9]Metacyclophanes were synthesized by rearrangement of 3‐nitro(perhydrocycloalka)[b]pyridinium salts, and analysis of their spectroscopic data and X‐ray diffraction patterns indicates the aromaticity and flexibility of their benzene rings. The effectiveness and simplicity of the synthesis makes it possible to use them as available precursors in the synthesis of retinoids, indolophanes, and carbazolophanes.
Metacyclophanes have been developed as non‐planar aromatic compounds with unusual physical properties. Analysis of spectroscopic data and X‐ray diffraction of [6]–[8]metacyclophanes indicates the aromaticity and flexibility of their benzene rings. |
| doi_str_mv | 10.1002/ejoc.201700946 |
| format | article |
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Metacyclophanes have been developed as non‐planar aromatic compounds with unusual physical properties. Analysis of spectroscopic data and X‐ray diffraction of [6]–[8]metacyclophanes indicates the aromaticity and flexibility of their benzene rings.</description><subject>Aromatic compounds</subject><subject>Aromaticity</subject><subject>Benzene</subject><subject>Crystal structure</subject><subject>Cyclophanes</subject><subject>Diffraction</subject><subject>Diffraction patterns</subject><subject>Nitropyridines</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>N‐Methylpyridinium salts</subject><subject>Physical properties</subject><subject>Rearrangement</subject><subject>Synthesis</subject><subject>X-rays</subject><issn>1434-193X</issn><issn>1099-0690</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><recordid>eNqFkM1KAzEUhYMoWKtb1wNunXozyWSIOxnqH60F24pQSkjzQ1vGzpjMILPzHXxDn8TUii5dncvlO_ceDkKnGHoYILkw61L1EsAZAKdsD3UwcB4D47AfZkpojDl5PkRH3q8hMIzhDprM2Pzz_WPG50NTS9WqoqyWcmP8ZTRuN_XS-JU_j3LX-loW0bh2jaobZ8JObnT0MHz81ulTNK6Mql3pVVm1x-jAysKbkx_toul1f5LfxoPRzV1-NYgVwRmLU2YVT7GUYAyhNk0SQqVNIGPAleaagA6gXmRUm0Rbk4FS2qpFZgJoFZAuOtvdrVz52hhfi3XZuE14KTCnKRAGNA1Ub0epEM87Y0XlVi_StQKD2DYnts2J3-aCge8Mb6vCtP_Qon8_yv-8X7Hqc6s</recordid><startdate>20171002</startdate><enddate>20171002</enddate><creator>Shuvalov, Vladislav Yu</creator><creator>Eltsov, Ilia V.</creator><creator>Tumanov, Nikolay A.</creator><creator>Boldyreva, Elena V.</creator><creator>Nefedov, Andrey A.</creator><creator>Sagitullina, Galina P.</creator><general>Wiley Subscription Services, Inc</general><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0003-2890-1671</orcidid><orcidid>https://orcid.org/0000-0001-6630-1402</orcidid></search><sort><creationdate>20171002</creationdate><title>[6]–[9]Metacyclophanes: Synthesis, Crystal Structures, and NMR and UV Spectroscopy</title><author>Shuvalov, Vladislav Yu ; Eltsov, Ilia V. ; Tumanov, Nikolay A. ; Boldyreva, Elena V. ; Nefedov, Andrey A. ; Sagitullina, Galina P.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3176-56fc951aa0ee34f52234af207609cd9d30dc31db74de2dfe70ccdfcb7e234fc03</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><topic>Aromatic compounds</topic><topic>Aromaticity</topic><topic>Benzene</topic><topic>Crystal structure</topic><topic>Cyclophanes</topic><topic>Diffraction</topic><topic>Diffraction patterns</topic><topic>Nitropyridines</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>N‐Methylpyridinium salts</topic><topic>Physical properties</topic><topic>Rearrangement</topic><topic>Synthesis</topic><topic>X-rays</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Shuvalov, Vladislav Yu</creatorcontrib><creatorcontrib>Eltsov, Ilia V.</creatorcontrib><creatorcontrib>Tumanov, Nikolay A.</creatorcontrib><creatorcontrib>Boldyreva, Elena V.</creatorcontrib><creatorcontrib>Nefedov, Andrey A.</creatorcontrib><creatorcontrib>Sagitullina, Galina P.</creatorcontrib><collection>CrossRef</collection><jtitle>European journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Shuvalov, Vladislav Yu</au><au>Eltsov, Ilia V.</au><au>Tumanov, Nikolay A.</au><au>Boldyreva, Elena V.</au><au>Nefedov, Andrey A.</au><au>Sagitullina, Galina P.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>[6]–[9]Metacyclophanes: Synthesis, Crystal Structures, and NMR and UV Spectroscopy</atitle><jtitle>European journal of organic chemistry</jtitle><date>2017-10-02</date><risdate>2017</risdate><volume>2017</volume><issue>36</issue><spage>5410</spage><epage>5416</epage><pages>5410-5416</pages><issn>1434-193X</issn><eissn>1099-0690</eissn><abstract>Metacyclophanes have been developed as non‐planar aromatic compounds with unusual physical properties. [6]–[9]Metacyclophanes were synthesized by rearrangement of 3‐nitro(perhydrocycloalka)[b]pyridinium salts, and analysis of their spectroscopic data and X‐ray diffraction patterns indicates the aromaticity and flexibility of their benzene rings. The effectiveness and simplicity of the synthesis makes it possible to use them as available precursors in the synthesis of retinoids, indolophanes, and carbazolophanes.
Metacyclophanes have been developed as non‐planar aromatic compounds with unusual physical properties. Analysis of spectroscopic data and X‐ray diffraction of [6]–[8]metacyclophanes indicates the aromaticity and flexibility of their benzene rings.</abstract><cop>Weinheim</cop><pub>Wiley Subscription Services, Inc</pub><doi>10.1002/ejoc.201700946</doi><tpages>7</tpages><orcidid>https://orcid.org/0000-0003-2890-1671</orcidid><orcidid>https://orcid.org/0000-0001-6630-1402</orcidid></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1434-193X |
| ispartof | European journal of organic chemistry, 2017-10, Vol.2017 (36), p.5410-5416 |
| issn | 1434-193X 1099-0690 |
| language | eng |
| recordid | cdi_proquest_journals_1945036045 |
| source | Wiley-Blackwell Read & Publish Collection |
| subjects | Aromatic compounds Aromaticity Benzene Crystal structure Cyclophanes Diffraction Diffraction patterns Nitropyridines NMR Nuclear magnetic resonance N‐Methylpyridinium salts Physical properties Rearrangement Synthesis X-rays |
| title | [6]–[9]Metacyclophanes: Synthesis, Crystal Structures, and NMR and UV Spectroscopy |
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