Achieving Site-Selectivity for C-H Activation Processes Based on Distance and Geometry: A Carpenter's Approach.


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:
17 06 2020
Historique:
pubmed: 22 5 2020
medline: 14 4 2021
entrez: 22 5 2020
Statut: ppublish

Résumé

The ability to differentiate between highly similar C-H bonds in a given molecule remains a fundamental challenge in organic chemistry. In particular, the lack of sufficient steric and electronic differences between C-H bonds located distal to functional groups has prevented the development of site-selective catalysts with broad scope. An emerging approach to circumvent this obstacle is to utilize the

Identifiants

pubmed: 32437604
doi: 10.1021/jacs.0c04074
pmc: PMC7485751
mid: NIHMS1625960
doi:

Substances chimiques

Alcohols 0
Amines 0
Carboxylic Acids 0
Organophosphonates 0
Sulfinic Acids 0
Transition Elements 0

Types de publication

Journal Article Research Support, N.I.H., Extramural Research Support, Non-U.S. Gov't Research Support, U.S. Gov't, Non-P.H.S. Review

Langues

eng

Sous-ensembles de citation

IM

Pagination

10571-10591

Subventions

Organisme : NIGMS NIH HHS
ID : R01 GM102265
Pays : United States

Références

Phys Rev B Condens Matter. 1988 Jan 15;37(2):785-789
pubmed: 9944570
Nature. 2017 Mar 23;543(7646):538-542
pubmed: 28273068
Chemistry. 2019 Jul 17;25(40):9433-9437
pubmed: 30977181
J Org Chem. 2018 May 4;83(9):4889-4904
pubmed: 29485865
Nat Chem. 2020 Apr;12(4):399-404
pubmed: 32123338
J Phys Chem B. 2009 May 7;113(18):6378-96
pubmed: 19366259
Org Lett. 2019 Jan 18;21(2):540-544
pubmed: 30615468
J Am Chem Soc. 2019 Feb 6;141(5):1903-1907
pubmed: 30665300
Org Lett. 2018 Jan 19;20(2):425-428
pubmed: 29303593
Chem Rev. 2010 Feb 10;110(2):624-55
pubmed: 19438203
Acc Chem Res. 2009 Aug 18;42(8):1074-86
pubmed: 19552413
J Am Chem Soc. 2019 Jan 9;141(1):76-79
pubmed: 30585063
Nature. 2012 Jun 27;486(7404):518-22
pubmed: 22739317
J Am Chem Soc. 2015 Sep 23;137(37):11888-91
pubmed: 26361337
Chemistry. 2019 Aug 6;25(44):10323-10327
pubmed: 31215707
J Am Chem Soc. 2019 May 15;141(19):7972-7979
pubmed: 31017408
Phys Chem Chem Phys. 2008 Nov 28;10(44):6615-20
pubmed: 18989472
J Org Chem. 2013 Sep 20;78(18):8927-55
pubmed: 23565982
J Am Chem Soc. 2020 Feb 26;142(8):3762-3774
pubmed: 31910623
J Org Chem. 2019 Oct 18;84(20):13124-13134
pubmed: 31117572
J Am Chem Soc. 2017 Feb 15;139(6):2200-2203
pubmed: 28128942
Chem Commun (Camb). 2016 Nov 24;52(96):13916-13919
pubmed: 27844064
Angew Chem Int Ed Engl. 2000 May;39(9):1618-1621
pubmed: 10820453
Angew Chem Int Ed Engl. 2018 Feb 12;57(7):1758-1784
pubmed: 28815899
Chem Rev. 2017 Jul 12;117(13):8754-8786
pubmed: 28697604
Chemistry. 2018 Mar 7;24(14):3434-3438
pubmed: 29345002
Chem Soc Rev. 2012 Feb 7;41(3):1218-60
pubmed: 22008827
J Am Chem Soc. 2014 Jan 8;136(1):344-55
pubmed: 24313742
Nat Chem. 2019 Jun;11(6):571-577
pubmed: 30988418
Angew Chem Int Ed Engl. 2018 Nov 26;57(48):15762-15766
pubmed: 30306677
Chem Commun (Camb). 2016 Feb 4;52(10):2027-30
pubmed: 26687486
J Org Chem. 2019 Jun 21;84(12):8315-8321
pubmed: 31120754
Science. 2020 Mar 13;367(6483):1246-1251
pubmed: 32165586
Acc Chem Res. 2012 Jun 19;45(6):788-802
pubmed: 22166158
J Comput Chem. 2011 May;32(7):1456-65
pubmed: 21370243
Chemistry. 2012 Aug 6;18(32):9955-64
pubmed: 22782805
Chem Sci. 2015 Oct 1;6(10):5595-5600
pubmed: 29861897
Angew Chem Int Ed Engl. 2015 Jan 12;54(3):888-91
pubmed: 25424175
Org Lett. 2014 Nov 7;16(21):5760-3
pubmed: 25310718
Angew Chem Int Ed Engl. 2017 May 2;56(19):5272-5276
pubmed: 28393438
Angew Chem Int Ed Engl. 2018 Jun 25;57(26):7659-7663
pubmed: 29700917
ACS Cent Sci. 2015 Oct 28;1(7):394-9
pubmed: 27162997
Nat Commun. 2016 Jan 27;7:10443
pubmed: 26813919
Angew Chem Int Ed Engl. 2019 Aug 5;58(32):10820-10843
pubmed: 30496638
J Am Chem Soc. 2014 Jul 30;136(30):10807-13
pubmed: 25007097
J Am Chem Soc. 2014 Apr 9;136(14):5301-8
pubmed: 24690108
Angew Chem Int Ed Engl. 2019 Dec 16;58(51):18502-18507
pubmed: 31595622
J Am Chem Soc. 2017 Jun 14;139(23):7745-7748
pubmed: 28537744
Chem Rev. 2010 Feb 10;110(2):1147-69
pubmed: 20078038
J Am Chem Soc. 2017 Aug 9;139(31):10702-10714
pubmed: 28749693
Angew Chem Int Ed Engl. 2017 Oct 2;56(41):12538-12542
pubmed: 28800387
J Am Chem Soc. 2013 May 22;135(20):7567-71
pubmed: 23614807
Science. 2006 Jun 30;312(5782):1941-3
pubmed: 16809537
Nature. 2014 Mar 13;507(7491):215-20
pubmed: 24622200
Angew Chem Int Ed Engl. 2017 Mar 13;56(12):3182-3186
pubmed: 28206690
Angew Chem Int Ed Engl. 2017 Sep 25;56(40):12245-12249
pubmed: 28699216
J Am Chem Soc. 2013 Dec 4;135(48):18056-9
pubmed: 24236533
Angew Chem Int Ed Engl. 2019 Jul 22;58(30):10353-10360
pubmed: 31125484
J Am Chem Soc. 2013 Dec 18;135(50):18778-81
pubmed: 24325399
Chem Commun (Camb). 2016 Nov 29;52(97):14003-14006
pubmed: 27853761
Angew Chem Int Ed Engl. 2015 Jul 13;54(29):8515-9
pubmed: 26060101
Chemistry. 2018 Dec 5;24(68):17906-17910
pubmed: 30184288
Chem Sci. 2016 May 1;7(5):3147-3153
pubmed: 29997806
J Am Chem Soc. 2016 Oct 5;138(39):12759-12762
pubmed: 27626468
Nat Chem. 2015 Sep;7(9):712-7
pubmed: 26291942
Angew Chem Int Ed Engl. 2017 Oct 16;56(43):13351-13355
pubmed: 28877397
Nat Chem. 2012 Dec;4(12):990-5
pubmed: 23174978
Org Lett. 2019 Jun 21;21(12):4887-4891
pubmed: 31184902

Auteurs

Guangrong Meng (G)

Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States.

Nelson Y S Lam (NYS)

Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States.

Erika L Lucas (EL)

Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States.

Tyler G Saint-Denis (TG)

Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States.

Pritha Verma (P)

Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States.

Nikita Chekshin (N)

Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States.

Jin-Quan Yu (JQ)

Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States.

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