Preparation of Multi‐Spin Systems: A Case Study of Tolane‐Bridged Verdazyl‐Based Hetero‐Diradicals; European Journal of Organic Chemistry; Vol. 2020, iss. 13
| Parent link: | European Journal of Organic Chemistry Vol. 2020, iss. 13.— 2020.— [P. 1996-2004] |
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| Ente Autore: | |
| Altri autori: | , , , , , , , , |
| Riassunto: | Title screen Sonogashira coupling was investigated as a promising strategy for the synthesis of a multi‐spin system based on 'Kuhn'‐verdazyls, oxoverdazyls, and nitronyl‐nitroxides. Eleven hetero‐diradicals were isolated in up to 56 % yields by a one‐step protocol. Oxoverdazyl radicals had the highest reactivity. This research opens access to simple design and investigation of conjugated diradicals.Iodine‐ and ethynyl‐containing 'Kuhn'‐verdazyls, oxoverdazyls, and nitronyl nitroxides were investigated as building blocks for the preparation of multi‐spin systems via the Sonogashira reaction, and, as a result, eleven diradicals were prepared with fair yields. The reactivity of the building blocks indicates that oxoverdazyl iodides are effective starting components for the synthesis of diradicals via the Sonogashira coupling. The described one‐step protocol allows combining different spin units, thereby facilitating the design of tolane‐bridged diradicals and screening of their properties. The novel compounds were characterized by cyclic voltammetry, UV/Vis and electron spin resonance (ESR) spectroscopy. Although the electrochemical investigation and electronic spectra showed a negligible influence of radical moieties on each other, ESR data revealed a strong exchange interaction between two unpaired electrons. The prepared verdazyl‐nitronylnitroxide diradicals have high stability at storage and hold promise for further investigation and application. |
| Lingua: | inglese |
| Pubblicazione: |
2020
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| Soggetti: | |
| Accesso online: | https://doi.org/10.1002/ejoc.202000044 |
| Natura: | MixedMaterials Elettronico Capitolo di libro |
| KOHA link: | https://koha.lib.tpu.ru/cgi-bin/koha/opac-detail.pl?biblionumber=663337 |
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| 200 | 1 | |a Preparation of Multi‐Spin Systems: A Case Study of Tolane‐Bridged Verdazyl‐Based Hetero‐Diradicals |f D. E. Votkina, P. V. Petunin, S. I. Zhivetjeva [et al.] | |
| 203 | |a Text |c electronic | ||
| 300 | |a Title screen | ||
| 320 | |a [References: 26 tit.] | ||
| 330 | |a Sonogashira coupling was investigated as a promising strategy for the synthesis of a multi‐spin system based on 'Kuhn'‐verdazyls, oxoverdazyls, and nitronyl‐nitroxides. Eleven hetero‐diradicals were isolated in up to 56 % yields by a one‐step protocol. Oxoverdazyl radicals had the highest reactivity. This research opens access to simple design and investigation of conjugated diradicals.Iodine‐ and ethynyl‐containing 'Kuhn'‐verdazyls, oxoverdazyls, and nitronyl nitroxides were investigated as building blocks for the preparation of multi‐spin systems via the Sonogashira reaction, and, as a result, eleven diradicals were prepared with fair yields. The reactivity of the building blocks indicates that oxoverdazyl iodides are effective starting components for the synthesis of diradicals via the Sonogashira coupling. The described one‐step protocol allows combining different spin units, thereby facilitating the design of tolane‐bridged diradicals and screening of their properties. The novel compounds were characterized by cyclic voltammetry, UV/Vis and electron spin resonance (ESR) spectroscopy. Although the electrochemical investigation and electronic spectra showed a negligible influence of radical moieties on each other, ESR data revealed a strong exchange interaction between two unpaired electrons. The prepared verdazyl‐nitronylnitroxide diradicals have high stability at storage and hold promise for further investigation and application. | ||
| 461 | |t European Journal of Organic Chemistry | ||
| 463 | |t Vol. 2020, iss. 13 |v [P. 1996-2004] |d 2020 | ||
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| 610 | 1 | |a multi-spin systems | |
| 610 | 1 | |a cross-coupling | |
| 610 | 1 | |a synthesis design | |
| 610 | 1 | |a радикалы | |
| 610 | 1 | |a мультиспиновые системы | |
| 610 | 1 | |a перекрестные связи | |
| 701 | 1 | |a Votkina |b D. E. |c chemical engineer |c Associate Scientist of the Tomsk Polytechnic University |f 1995- |g Darjya Evgenjevna |3 (RuTPU)RU\TPU\pers\45598 |9 21944 | |
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| 701 | 1 | |a Zhivetjeva |b S. I. |g Svetlana Ivanovna | |
| 701 | 1 | |a Bagryanskaya |b I. Yu. |g Irina Yurjevna | |
| 701 | 1 | |a Uvarov |b M. N. |g Mikhail Nikolaevich | |
| 701 | 1 | |a Kazantsev |b M. S. |g Maksim Sergeevich | |
| 701 | 1 | |a Trusova |b M. E. |c organic chemist |c Associate professor of Tomsk Polytechnic University, Candidate of chemical sciences |f 1982- |g Marina Evgenievna |3 (RuTPU)RU\TPU\pers\31823 |9 15918 | |
| 701 | 1 | |a Tretjyakov |b E. V. |g Evgeny Viktorovich | |
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