Hydrogen-Bonded Matched Ion Pair Gold(I) Catalysis

[Image: see text] The enantioselective reaction of 1,6-enynes with O-, N-, and C-nucleophiles has been developed by matched ion pair gold(I) catalysis in which the chiral gold(I) cation and anion are H-bonded through a urea group. Very high levels of enantiocontrol are achieved (up to >99:1 er) f...

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Autores principales: Martí, Àlex, Ogalla, Gala, Echavarren, Antonio M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10407850/
https://www.ncbi.nlm.nih.gov/pubmed/37560194
http://dx.doi.org/10.1021/acscatal.3c02638
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author Martí, Àlex
Ogalla, Gala
Echavarren, Antonio M.
author_facet Martí, Àlex
Ogalla, Gala
Echavarren, Antonio M.
author_sort Martí, Àlex
collection PubMed
description [Image: see text] The enantioselective reaction of 1,6-enynes with O-, N-, and C-nucleophiles has been developed by matched ion pair gold(I) catalysis in which the chiral gold(I) cation and anion are H-bonded through a urea group. Very high levels of enantiocontrol are achieved (up to >99:1 er) for a broad scope of substrates. DFT studies demonstrate the importance of the H-bond donor group in anchoring the matched chiral cation- and anion-favoring additional noncovalent interactions.
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spelling pubmed-104078502023-08-09 Hydrogen-Bonded Matched Ion Pair Gold(I) Catalysis Martí, Àlex Ogalla, Gala Echavarren, Antonio M. ACS Catal [Image: see text] The enantioselective reaction of 1,6-enynes with O-, N-, and C-nucleophiles has been developed by matched ion pair gold(I) catalysis in which the chiral gold(I) cation and anion are H-bonded through a urea group. Very high levels of enantiocontrol are achieved (up to >99:1 er) for a broad scope of substrates. DFT studies demonstrate the importance of the H-bond donor group in anchoring the matched chiral cation- and anion-favoring additional noncovalent interactions. American Chemical Society 2023-07-20 /pmc/articles/PMC10407850/ /pubmed/37560194 http://dx.doi.org/10.1021/acscatal.3c02638 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Martí, Àlex
Ogalla, Gala
Echavarren, Antonio M.
Hydrogen-Bonded Matched Ion Pair Gold(I) Catalysis
title Hydrogen-Bonded Matched Ion Pair Gold(I) Catalysis
title_full Hydrogen-Bonded Matched Ion Pair Gold(I) Catalysis
title_fullStr Hydrogen-Bonded Matched Ion Pair Gold(I) Catalysis
title_full_unstemmed Hydrogen-Bonded Matched Ion Pair Gold(I) Catalysis
title_short Hydrogen-Bonded Matched Ion Pair Gold(I) Catalysis
title_sort hydrogen-bonded matched ion pair gold(i) catalysis
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10407850/
https://www.ncbi.nlm.nih.gov/pubmed/37560194
http://dx.doi.org/10.1021/acscatal.3c02638
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AT ogallagala hydrogenbondedmatchedionpairgoldicatalysis
AT echavarrenantoniom hydrogenbondedmatchedionpairgoldicatalysis

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