Self-assembly of iodoacetylenyl-substituted nitronyl nitroxides via halogen bonding; CrystEngComm; Vol. 25 - iss. 44
| Parent link: | CrystEngComm.— .— London: Royal Society of Chemistry Vol. 25 - iss. 44.— 2023.— P. 6152-6161 |
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| Outros autores: | , , , , , , , , , |
| Summary: | Novel nitronyl nitroxides, namely 2-(3-iodoethynylphenyl)- and 2-(4-iodoethynylphenyl)-4,4,5,5-tetramethyl-imidazoline-3-oxyl-1-oxides, were prepared by condensation of appropriate aldehydes with 2,3-bis(hydroxylamino)-2,3-dimethylbutane followed by oxidative treatment with NaIO4. Crystal and molecular structures of the obtained paramagnets were studied by single-crystal X-ray diffraction. In the crystals, the radicals are assembled into zigzag chains in which the radical building blocks are linked by intermolecular I⋯N–O halogen bonding. Magnetic analyses revealed that in both nitronyl nitroxides, the radicals are weakly coupled. Nonetheless, spin–spin interactions in the 3-iodoethynyl isomer are antiferromagnetic, and the coupling is stronger than that in the 4-iodoethynyl derivative, in which the exchange interaction is ferromagnetic. DFT calculations in combination with MEP, NCIplot, and QTAIM analyses were used to evaluate and characterize the structure-directing halogen bonding interactions observed in the solid state of both compounds. Текстовый файл |
| Idioma: | inglés |
| Publicado: |
2023
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| Subjects: | |
| Acceso en liña: | https://doi.org/10.1039/D3CE00735A |
| Formato: | Electrónico Capítulo de libro |
| KOHA link: | https://koha.lib.tpu.ru/cgi-bin/koha/opac-detail.pl?biblionumber=672703 |
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| 200 | 1 | |a Self-assembly of iodoacetylenyl-substituted nitronyl nitroxides via halogen bonding |f M. K. Shurikov, E. Tretyakov, P. Petunin, P. S. Postnikov | |
| 203 | |a Текст |b визуальный |c электронный | ||
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| 320 | |a References: p. 6160-6161 (119 tit.) | ||
| 330 | |a Novel nitronyl nitroxides, namely 2-(3-iodoethynylphenyl)- and 2-(4-iodoethynylphenyl)-4,4,5,5-tetramethyl-imidazoline-3-oxyl-1-oxides, were prepared by condensation of appropriate aldehydes with 2,3-bis(hydroxylamino)-2,3-dimethylbutane followed by oxidative treatment with NaIO4. Crystal and molecular structures of the obtained paramagnets were studied by single-crystal X-ray diffraction. In the crystals, the radicals are assembled into zigzag chains in which the radical building blocks are linked by intermolecular I⋯N–O halogen bonding. Magnetic analyses revealed that in both nitronyl nitroxides, the radicals are weakly coupled. Nonetheless, spin–spin interactions in the 3-iodoethynyl isomer are antiferromagnetic, and the coupling is stronger than that in the 4-iodoethynyl derivative, in which the exchange interaction is ferromagnetic. DFT calculations in combination with MEP, NCIplot, and QTAIM analyses were used to evaluate and characterize the structure-directing halogen bonding interactions observed in the solid state of both compounds. | ||
| 336 | |a Текстовый файл | ||
| 461 | 1 | |t CrystEngComm |c London |n Royal Society of Chemistry | |
| 463 | 1 | |t Vol. 25 - iss. 44 |d 2023 |v P. 6152-6161 | |
| 610 | 1 | |a self-assembly | |
| 610 | 1 | |a Iodoacetylenyl-substituted | |
| 610 | 1 | |a nitronyl nitroxides | |
| 610 | 1 | |a halogen | |
| 610 | 1 | |a труды учёных ТПУ | |
| 610 | 1 | |a электронный ресурс | |
| 701 | 1 | |a Shurikov |b M. K. |c Chemist |c Laboratory assistant of Tomsk Polytechnic University |f 2000- |g Matvey Konstantinovich |9 22267 | |
| 701 | 1 | |a Tretjyakov |b E. V. |g Evgeny Viktorovich | |
| 701 | 1 | |a Petunin |b P. V. |c chemist |c Associate Professor of Tomsk Polytechnic University, Candidate of Chemical Sciences |f 1982- |g Pavel Vasilievich |9 19933 | |
| 701 | 1 | |a Votkina |b D. E. |c chemical engineer |c Associate Scientist of the Tomsk Polytechnic University |f 1995- |g Darjya Evgenjevna |9 21944 | |
| 701 | 1 | |a Romanenko |b G, V. |g Galina Vladislavovna | |
| 701 | 1 | |a Bogomyakov |b A. S. |g Artem Stepanovich | |
| 701 | 1 | |a Burguera |b S. |g Sergi | |
| 701 | 1 | |a Frontera |b A. |g Antonio | |
| 701 | 1 | |a Kukushkin |b V. Y. |g Vadim Yurjevich | |
| 701 | 1 | |a Postnikov |b P. S. |c organic chemist |c Associate Professor of Tomsk Polytechnic University, Candidate of chemical sciences |f 1984- |g Pavel Sergeevich |9 15465 | |
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