Iridium(iii)-bis(imidazolinyl)phenyl catalysts for enantioselective C–H functionalization with ethyl diazoacetate

The intermolecular enantioselective C–H functionalization with acceptor-only metallocarbenes is reported using a new family of Ir(iii)-bis(imidazolinyl)phenyl catalysts, developed based on the interplay of experimental and computational insights. The reaction is tolerant of a variety of diazoacetate...

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Autores principales: Weldy, N. Mace, Schafer, A. G., Owens, C. P., Herting, C. J., Varela-Alvarez, A., Chen, S., Niemeyer, Z., Musaev, D. G., Sigman, M. S., Davies, H. M. L., Blakey, S. B.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2016
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6005272/
https://www.ncbi.nlm.nih.gov/pubmed/29997805
http://dx.doi.org/10.1039/c6sc00190d
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author Weldy, N. Mace
Schafer, A. G.
Owens, C. P.
Herting, C. J.
Varela-Alvarez, A.
Chen, S.
Niemeyer, Z.
Musaev, D. G.
Sigman, M. S.
Davies, H. M. L.
Blakey, S. B.
author_facet Weldy, N. Mace
Schafer, A. G.
Owens, C. P.
Herting, C. J.
Varela-Alvarez, A.
Chen, S.
Niemeyer, Z.
Musaev, D. G.
Sigman, M. S.
Davies, H. M. L.
Blakey, S. B.
author_sort Weldy, N. Mace
collection PubMed
description The intermolecular enantioselective C–H functionalization with acceptor-only metallocarbenes is reported using a new family of Ir(iii)-bis(imidazolinyl)phenyl catalysts, developed based on the interplay of experimental and computational insights. The reaction is tolerant of a variety of diazoacetate precursors and is found to be heavily influenced by the steric and electronic properties of the substrate. Phthalan and dihydrofuran derivatives are functionalized in good yields and excellent enantioselectivities.
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spelling pubmed-60052722018-07-11 Iridium(iii)-bis(imidazolinyl)phenyl catalysts for enantioselective C–H functionalization with ethyl diazoacetate Weldy, N. Mace Schafer, A. G. Owens, C. P. Herting, C. J. Varela-Alvarez, A. Chen, S. Niemeyer, Z. Musaev, D. G. Sigman, M. S. Davies, H. M. L. Blakey, S. B. Chem Sci Chemistry The intermolecular enantioselective C–H functionalization with acceptor-only metallocarbenes is reported using a new family of Ir(iii)-bis(imidazolinyl)phenyl catalysts, developed based on the interplay of experimental and computational insights. The reaction is tolerant of a variety of diazoacetate precursors and is found to be heavily influenced by the steric and electronic properties of the substrate. Phthalan and dihydrofuran derivatives are functionalized in good yields and excellent enantioselectivities. Royal Society of Chemistry 2016-05-01 2016-02-05 /pmc/articles/PMC6005272/ /pubmed/29997805 http://dx.doi.org/10.1039/c6sc00190d Text en This journal is © The Royal Society of Chemistry 2016 http://creativecommons.org/licenses/by/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence (CC BY 3.0)
spellingShingle Chemistry
Weldy, N. Mace
Schafer, A. G.
Owens, C. P.
Herting, C. J.
Varela-Alvarez, A.
Chen, S.
Niemeyer, Z.
Musaev, D. G.
Sigman, M. S.
Davies, H. M. L.
Blakey, S. B.
Iridium(iii)-bis(imidazolinyl)phenyl catalysts for enantioselective C–H functionalization with ethyl diazoacetate
title Iridium(iii)-bis(imidazolinyl)phenyl catalysts for enantioselective C–H functionalization with ethyl diazoacetate
title_full Iridium(iii)-bis(imidazolinyl)phenyl catalysts for enantioselective C–H functionalization with ethyl diazoacetate
title_fullStr Iridium(iii)-bis(imidazolinyl)phenyl catalysts for enantioselective C–H functionalization with ethyl diazoacetate
title_full_unstemmed Iridium(iii)-bis(imidazolinyl)phenyl catalysts for enantioselective C–H functionalization with ethyl diazoacetate
title_short Iridium(iii)-bis(imidazolinyl)phenyl catalysts for enantioselective C–H functionalization with ethyl diazoacetate
title_sort iridium(iii)-bis(imidazolinyl)phenyl catalysts for enantioselective c–h functionalization with ethyl diazoacetate
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6005272/
https://www.ncbi.nlm.nih.gov/pubmed/29997805
http://dx.doi.org/10.1039/c6sc00190d
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