Reaction of sodium bis(trimethylsilyl)amide with bromotoluenes
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| 024 | 7 | 0 | |a 10.1134/S1070428015030082 |2 doi |
| 035 | |a (NATIONALLICENCE)springer-10.1134/S1070428015030082 | ||
| 245 | 0 | 0 | |a Reaction of sodium bis(trimethylsilyl)amide with bromotoluenes |h [Elektronische Daten] |c [A. Lis, I. Tsyrendorzhieva, A. Albanov, B. Shainyan, V. Rakhlin] |
| 520 | 3 | |a Isomeric bromotoluenes react with sodium bis(trimethylsilyl)amide through intermediate methylbenzynes, yielding N,N-bis(trimethylsilyl)toluidines and rearrangement products, N,2-bis(trimethylsilyl)toluidines. The formation of the latter is a rare example of 1,3-migration of silyl group from nitrogen atom to aromatic carbon atom. The rearrangement is favored by increased solvent polarity and elevated temperature. The observed product ratio can be rationalized by DFT quantum chemical calculations. | |
| 540 | |a Pleiades Publishing, Ltd., 2015 | ||
| 700 | 1 | |a Lis |D A. |u Favorskii Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, ul. Favorskogo 1, 664033, Irkutsk, Russia |4 aut | |
| 700 | 1 | |a Tsyrendorzhieva |D I. |u Favorskii Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, ul. Favorskogo 1, 664033, Irkutsk, Russia |4 aut | |
| 700 | 1 | |a Albanov |D A. |u Favorskii Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, ul. Favorskogo 1, 664033, Irkutsk, Russia |4 aut | |
| 700 | 1 | |a Shainyan |D B. |u Favorskii Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, ul. Favorskogo 1, 664033, Irkutsk, Russia |4 aut | |
| 700 | 1 | |a Rakhlin |D V. |u Favorskii Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, ul. Favorskogo 1, 664033, Irkutsk, Russia |4 aut | |
| 773 | 0 | |t Russian Journal of Organic Chemistry |d Pleiades Publishing |g 51/3(2015-03-01), 335-340 |x 1070-4280 |q 51:3<335 |1 2015 |2 51 |o 11178 | |
| 856 | 4 | 0 | |u https://doi.org/10.1134/S1070428015030082 |q text/html |z Onlinezugriff via DOI |
| 898 | |a BK010053 |b XK010053 |c XK010000 | ||
| 900 | 7 | |a Metadata rights reserved |b Springer special CC-BY-NC licence |2 nationallicence | |
| 908 | |D 1 |a research-article |2 jats | ||
| 949 | |B NATIONALLICENCE |F NATIONALLICENCE |b NL-springer | ||
| 950 | |B NATIONALLICENCE |P 856 |E 40 |u https://doi.org/10.1134/S1070428015030082 |q text/html |z Onlinezugriff via DOI | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Lis |D A. |u Favorskii Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, ul. Favorskogo 1, 664033, Irkutsk, Russia |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Tsyrendorzhieva |D I. |u Favorskii Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, ul. Favorskogo 1, 664033, Irkutsk, Russia |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Albanov |D A. |u Favorskii Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, ul. Favorskogo 1, 664033, Irkutsk, Russia |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Shainyan |D B. |u Favorskii Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, ul. Favorskogo 1, 664033, Irkutsk, Russia |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Rakhlin |D V. |u Favorskii Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, ul. Favorskogo 1, 664033, Irkutsk, Russia |4 aut | ||
| 950 | |B NATIONALLICENCE |P 773 |E 0- |t Russian Journal of Organic Chemistry |d Pleiades Publishing |g 51/3(2015-03-01), 335-340 |x 1070-4280 |q 51:3<335 |1 2015 |2 51 |o 11178 | ||