When SF5 outplays CF3: effects of pentafluorosulfanyl decorated scorpionates on copper.
Chem Sci
; 12(43): 14618-14623, 2021 Nov 10.
Article
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| MEDLINE
| ID: mdl-34881014
Polyfluorinated, electron-withdrawing, and sterically demanding supporting ligands are of significant value in chemistry. Here we report the assembly and use of a bis(pyrazolyl)borate, [Ph2B(3-(SF5)Pz)2]- that combines all such features, and involves underutilized pentafluorosulfanyl substituents. The ethylene and carbonyl chemistry of copper(i) supported by [Ph2B(3-(SF5)Pz)2]-, a comparison to the trifluoromethylated counterparts involving [Ph2B(3-(CF3)Pz)2]-, as well as copper catalyzed cyclopropanation of styrene with ethyl diazoacetate and CF3CHN2 are presented. The results from cyclopropanation show that SF5 groups dramatically improved the yields and stereoselectivity compared to the CF3.
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Colección:
01-internacional
Base de datos:
MEDLINE
Idioma:
En
Revista:
Chem Sci
Año:
2021
Tipo del documento:
Article
Pais de publicación:
Reino Unido