One-Metal/Two-Ligand for Dual Activation Tandem Catalysis: Photoinduced Cu-Catalyzed Anti-hydroboration of Alkynes.


Journal

Journal of the American Chemical Society
ISSN: 1520-5126
Titre abrégé: J Am Chem Soc
Pays: United States
ID NLM: 7503056

Informations de publication

Date de publication:
20 07 2022
Historique:
pubmed: 6 7 2022
medline: 22 7 2022
entrez: 5 7 2022
Statut: ppublish

Résumé

A dual catalyst system based on ligand exchange of two diphosphine ligands possessing different properties in a copper complex has been devised to merge metal- and photocatalytic activation modes. This strategy has been applied to the formal anti-hydroboration of activated internal alkynes via a tandem sequence in which Cu/Xantphos catalyzes the B

Identifiants

pubmed: 35786909
doi: 10.1021/jacs.2c05805
pmc: PMC9348838
doi:

Substances chimiques

Alkynes 0
Esters 0
Ligands 0
Copper 789U1901C5
Boron N9E3X5056Q

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

13006-13017

Références

Dalton Trans. 2019 May 28;48(21):7290-7301
pubmed: 30793126
Angew Chem Int Ed Engl. 2019 Apr 1;58(15):4869-4874
pubmed: 30707782
J Am Chem Soc. 2019 Apr 17;141(15):6385-6391
pubmed: 30897327
J Am Chem Soc. 2015 Sep 9;137(35):11254-7
pubmed: 26310905
Angew Chem Int Ed Engl. 2014 May 19;53(21):5418-22
pubmed: 24719263
Nat Chem. 2015 Jun;7(6):477-82
pubmed: 25991525
Photochem Photobiol Sci. 2003 Nov;2(11):1140-51
pubmed: 14690227
Inorg Chem. 2007 Mar 19;46(6):1992-2001
pubmed: 17323916
Org Biomol Chem. 2018 Aug 29;16(34):6341-6349
pubmed: 30131984
Org Lett. 2016 Feb 19;18(4):720-3
pubmed: 26828116
Angew Chem Int Ed Engl. 2017 Apr 24;56(18):5111-5115
pubmed: 28371182
Inorg Chem. 2020 Sep 8;59(17):12375-12384
pubmed: 32830956
Phys Chem Chem Phys. 2011 May 21;13(19):8869-80
pubmed: 21461426
J Am Chem Soc. 2021 Aug 18;143(32):12777-12783
pubmed: 34351761
Org Lett. 2013 Apr 19;15(8):2054-7
pubmed: 23570322
Org Lett. 2019 Oct 4;21(19):8053-8057
pubmed: 31538791
J Photochem Photobiol B. 2021 Aug;221:112250
pubmed: 34243022
J Am Chem Soc. 2012 May 2;134(17):7219-22
pubmed: 22500739
J Am Chem Soc. 2012 Sep 5;134(35):14314-7
pubmed: 22909063
Science. 2012 Nov 2;338(6107):647-51
pubmed: 23118186
Chem Rev. 2003 Jul;103(7):2475-532
pubmed: 12848578
Nat Commun. 2022 Feb 3;13(1):650
pubmed: 35115508
Beilstein J Org Chem. 2020 Mar 23;16:451-481
pubmed: 32273907
Chemistry. 2012 Jun 11;18(24):7336-40
pubmed: 22581462
Science. 2019 May 3;364(6439):
pubmed: 31048464
Org Lett. 2017 Jul 7;19(13):3576-3579
pubmed: 28598630
Angew Chem Int Ed Engl. 2019 Mar 18;58(12):3838-3842
pubmed: 30664324
Angew Chem Int Ed Engl. 2018 May 4;57(19):5492-5496
pubmed: 29575686
Inorg Chem. 2017 Nov 6;56(21):12809-12820
pubmed: 29064687
J Am Chem Soc. 2010 Nov 17;132(45):15914-7
pubmed: 20979367
J Phys Chem A. 2014 Nov 13;118(45):10433-47
pubmed: 25046555
J Am Chem Soc. 2017 Oct 25;139(42):14983-14991
pubmed: 28933553
Angew Chem Int Ed Engl. 2022 Jan 21;61(4):e202113841
pubmed: 34783154
Angew Chem Int Ed Engl. 2018 May 4;57(19):5477-5481
pubmed: 29437278
J Am Chem Soc. 2018 Aug 22;140(33):10514-10523
pubmed: 30056701
Org Lett. 2018 Apr 6;20(7):1861-1865
pubmed: 29517242
Org Lett. 2020 Oct 2;22(19):7688-7693
pubmed: 32945682
Org Biomol Chem. 2014 Nov 14;12(42):8499-504
pubmed: 25231431
ACS Catal. 2018 Dec 7;8(12):11741-11748
pubmed: 31396434
Angew Chem Int Ed Engl. 2018 Mar 12;57(12):3168-3172
pubmed: 29393569
J Phys Chem B. 2013 Aug 15;117(32):9327-32
pubmed: 23862652
Science. 2020 Jul 17;369(6501):302-306
pubmed: 32675371
J Am Chem Soc. 2017 Sep 6;139(35):12153-12156
pubmed: 28841018
J Am Chem Soc. 2015 Jun 3;137(21):6857-65
pubmed: 25955333
Chem Soc Rev. 2018 Oct 1;47(19):7477-7494
pubmed: 30206614
Science. 2016 Feb 12;351(6274):681-4
pubmed: 26912852
Angew Chem Int Ed Engl. 2018 Oct 22;57(43):13982-14024
pubmed: 29266644
Org Lett. 2021 May 7;23(9):3663-3668
pubmed: 33881326
J Am Chem Soc. 2002 Jan 9;124(1):6-7
pubmed: 11772046
J Org Chem. 2018 Sep 7;83(17):10436-10444
pubmed: 29986587
Org Lett. 2019 Sep 6;21(17):6795-6799
pubmed: 31393740
Nature. 2021 Aug;596(7871):250-256
pubmed: 34182570
Angew Chem Int Ed Engl. 2013 Dec 23;52(52):14050-4
pubmed: 24174397
J Org Chem. 2017 Oct 6;82(19):9955-9977
pubmed: 28654291
Org Lett. 2020 Aug 21;22(16):6473-6478
pubmed: 32806218
Int J Mol Sci. 2013 Jul 09;14(7):14185-203
pubmed: 23839090
Chem Rev. 2022 Jan 26;122(2):2650-2694
pubmed: 34449198
Angew Chem Int Ed Engl. 2021 Jun 21;60(26):14498-14503
pubmed: 33780588
J Am Chem Soc. 2016 Nov 9;138(44):14566-14569
pubmed: 27802037

Auteurs

Javier Corpas (J)

Departamento de Química Orgánica and Centro de Innovación en Química Avanzada (ORFEO-CINQA), Facultad de Ciencias, Universidad Autónoma de Madrid (UAM), 28049 Madrid, Spain.

Miguel Gomez-Mendoza (M)

Photoactivated Processes Unit, IMDEA Energy Institute, Technological Park of Mostoles, Avda. Ramón de la Sagra 3, 28935 Madrid, Spain.

Jonathan Ramírez-Cárdenas (J)

Departamento de Química Orgánica and Centro de Innovación en Química Avanzada (ORFEO-CINQA), Facultad de Ciencias, Universidad Autónoma de Madrid (UAM), 28049 Madrid, Spain.

Víctor A de la Peña O'Shea (VA)

Photoactivated Processes Unit, IMDEA Energy Institute, Technological Park of Mostoles, Avda. Ramón de la Sagra 3, 28935 Madrid, Spain.

Pablo Mauleón (P)

Departamento de Química Orgánica and Centro de Innovación en Química Avanzada (ORFEO-CINQA), Facultad de Ciencias, Universidad Autónoma de Madrid (UAM), 28049 Madrid, Spain.
Institute for Advanced Research in Chemical Sciences (IAdChem), UAM, 28049 Madrid, Spain.

Ramón Gómez Arrayás (R)

Departamento de Química Orgánica and Centro de Innovación en Química Avanzada (ORFEO-CINQA), Facultad de Ciencias, Universidad Autónoma de Madrid (UAM), 28049 Madrid, Spain.
Institute for Advanced Research in Chemical Sciences (IAdChem), UAM, 28049 Madrid, Spain.

Juan C Carretero (JC)

Departamento de Química Orgánica and Centro de Innovación en Química Avanzada (ORFEO-CINQA), Facultad de Ciencias, Universidad Autónoma de Madrid (UAM), 28049 Madrid, Spain.
Institute for Advanced Research in Chemical Sciences (IAdChem), UAM, 28049 Madrid, Spain.

Articles similaires

Receptor, Cannabinoid, CB1 Ligands Molecular Dynamics Simulation Protein Binding Thermodynamics
Osteosarcoma Animals Glutathione Oxidation-Reduction Mice
Peroxynitrous Acid Animals Escherichia coli Immunotherapy Mice
Colorimetry Captopril Humans Alloys Limit of Detection

Classifications MeSH