Synthesis, Structure, and Synthetic Potential of Arenediazonium Trifluoromethanesulfonates as Stable and Safe Diazonium Salts; European Journal of Organic Chemistry; Vol. 2019, iss. 4
| Parent link: | European Journal of Organic Chemistry Vol. 2019, iss. 4.— 2019.— [P. 665-674] |
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| מחבר תאגידי: | |
| מחברים אחרים: | , , , , , , , |
| סיכום: | Title screen Aromatic diazonium salts are valuable building blocks for organic synthesis; however, in most cases, they are unstable, unsafe, poorly soluble, and/or expensive. In this paper, we have shown that a variety of stable and safe arenediazonium triflates ArN2+?TfO– can be obtained easily and in high yields by diazotization of anilines with tert?butyl nitrite in the presence of trifluoromethanesulfonic acid. Arenediazonium triflates are relatively shelf?stable in the dry state. They dissolve well in water, as well as polar and even nonpolar organic solvents. Less than 800 J/g of energy is released during the thermal decomposition of these salts, which indicates their explosion safety. Arenediazonium triflates have a high reactivity in the known reactions of diazonium chemistry, and undergo an unusual metal?free chlorodediazonization reaction with chloroform and CCl4. Режим доступа: по договору с организацией-держателем ресурса |
| שפה: | אנגלית |
| יצא לאור: |
2019
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| נושאים: | |
| גישה מקוונת: | https://doi.org/10.1002/ejoc.201800887 |
| פורמט: | אלקטרוני Book Chapter |
| KOHA link: | https://koha.lib.tpu.ru/cgi-bin/koha/opac-detail.pl?biblionumber=659780 |
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| 200 | 1 | |a Synthesis, Structure, and Synthetic Potential of Arenediazonium Trifluoromethanesulfonates as Stable and Safe Diazonium Salts |f V. D. Filimonov [et al.] | |
| 203 | |a Text |c electronic | ||
| 300 | |a Title screen | ||
| 320 | |a [References: 19 tit.] | ||
| 330 | |a Aromatic diazonium salts are valuable building blocks for organic synthesis; however, in most cases, they are unstable, unsafe, poorly soluble, and/or expensive. In this paper, we have shown that a variety of stable and safe arenediazonium triflates ArN2+?TfO– can be obtained easily and in high yields by diazotization of anilines with tert?butyl nitrite in the presence of trifluoromethanesulfonic acid. Arenediazonium triflates are relatively shelf?stable in the dry state. They dissolve well in water, as well as polar and even nonpolar organic solvents. Less than 800 J/g of energy is released during the thermal decomposition of these salts, which indicates their explosion safety. Arenediazonium triflates have a high reactivity in the known reactions of diazonium chemistry, and undergo an unusual metal?free chlorodediazonization reaction with chloroform and CCl4. | ||
| 333 | |a Режим доступа: по договору с организацией-держателем ресурса | ||
| 461 | |t European Journal of Organic Chemistry | ||
| 463 | |t Vol. 2019, iss. 4 |v [P. 665-674] |d 2019 | ||
| 610 | 1 | |a электронный ресурс | |
| 610 | 1 | |a труды учёных ТПУ | |
| 610 | 1 | |a diazo compounds | |
| 610 | 1 | |a diazonium salts | |
| 610 | 1 | |a synthetic methods | |
| 610 | 1 | |a solvent effects | |
| 610 | 1 | |a aromatic substitution | |
| 610 | 1 | |a диазосоединения | |
| 610 | 1 | |a соли диазония | |
| 610 | 1 | |a синтетические методы | |
| 610 | 1 | |a сольвосистемы | |
| 610 | 1 | |a замена | |
| 701 | 1 | |a Filimonov |b V. D. |c Russian chemist |c Professor of the TPU |f 1945- |g Viktor Dmitrievich |3 (RuTPU)RU\TPU\pers\26423 |9 12127 | |
| 701 | 1 | |a Krasnokutskaya |b E. A . |c organic chemist |c Professor of Tomsk Polytechnic University, Doctor of chemical sciences |f 1966- |g Elena Aleksandrovna |3 (RuTPU)RU\TPU\pers\31829 |9 15924 | |
| 701 | 1 | |a Kasanova |b A. Zh. |g Asiya Zhursunovna | |
| 701 | 1 | |a Fedorova |b V. A. |c chemist |c engineer of Tomsk Polytechnic University |f 1992- |g Valentina Antonovna |3 (RuTPU)RU\TPU\pers\43379 | |
| 701 | 1 | |a Stankevich |b K. S. |c Physicist |c Engineer Tomsk Polytechnic University |f 1992- |g Ksenia Sergeevna |3 (RuTPU)RU\TPU\pers\37546 | |
| 701 | 1 | |a Naumov |b N. G. |g Nikolay | |
| 701 | 1 | |a Bondarev |b A. A. |g Aleksandr Aleksandrovich | |
| 701 | 1 | |a Kataeva |b V. A. |g Veronika Alekseevna | |
| 712 | 0 | 2 | |a Национальный исследовательский Томский политехнический университет |b Инженерная школа новых производственных технологий |b Научно-образовательный центр Н. М. Кижнера |3 (RuTPU)RU\TPU\col\23556 |
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