An explicit account of solvation is essential for modeling Suzuki–Miyaura coupling in protic solvents Научная публикация
| Журнал |
Dalton Transactions
ISSN: 1477-9234 , E-ISSN: 1477-9226 |
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| Вых. Данные | Год: 2015, Том: 44, Номер: 40, Страницы: 17795-17799 Страниц : 5 DOI: 10.1039/c5dt03126e | ||
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Реферат:
We compared explicit and implicit solvation approaches in modeling the free energy profile of the final step of Suzuki–Miyaura coupling. Both approaches produced similar ΔG≠ in all the studied solvents (benzene, toluene, DMF, ethanol, and water). Solvation free energies of individual reaction components reasonably correlated for explicit and implicit models in aprotic solvents (RMSE = 30–50 kJ mol−1, R2 > 0.71). However for ethanol and water the correlation was poor. We attributed this difference to the formation of the Pd⋯H–O hydrogen bond with Pd(PPh3)2 which was surprisingly observed in explicit modeling. Further QM calculations of the Pd(PPh3)2–H2O system confirmed the direction (Pd⋯H) and stability of this bonding. Therefore we stress the need for considering explicit solvation for modeling Pd-catalyzed reactions in protic solvents.
Библиографическая ссылка:
Zeifman A.A.
, Novikov F.N.
, Stroylov V.S.
, Stroganov O.V.
, Svitanko I.V.
, Chilov G.G.
An explicit account of solvation is essential for modeling Suzuki–Miyaura coupling in protic solvents
Dalton Transactions. 2015. V.44. N40. P.17795-17799. DOI: 10.1039/c5dt03126e WOS Scopus OpenAlex
An explicit account of solvation is essential for modeling Suzuki–Miyaura coupling in protic solvents
Dalton Transactions. 2015. V.44. N40. P.17795-17799. DOI: 10.1039/c5dt03126e WOS Scopus OpenAlex
Идентификаторы БД:
| Web of science: | WOS:000362362500038 |
| Scopus: | 2-s2.0-84943523465 |
| OpenAlex: | W2117627205 |