Plasmon-assisted click chemistry at low temperature: an inverse temperature effect on the reaction rate.


Journal

Chemical science
ISSN: 2041-6520
Titre abrégé: Chem Sci
Pays: England
ID NLM: 101545951

Informations de publication

Date de publication:
15 Mar 2021
Historique:
entrez: 24 6 2021
pubmed: 25 6 2021
medline: 25 6 2021
Statut: epublish

Résumé

Plasmon assistance promotes a range of chemical transformations by decreasing their activation energies. In a common case, thermal and plasmon assistance work synergistically: higher temperature results in higher plasmon-enhanced catalysis efficiency. Herein, we report an unexpected tenfold increase in the reaction efficiency of surface plasmon-assisted Huisgen dipolar azide-alkyne cycloaddition (AAC) when the reaction mixture is cooled from room temperature to -35 °C. We attribute the observed increase in the reaction efficiency to complete plasmon-induced annihilation of the reaction barrier, prolongation of plasmon lifetime, and decreased relaxation of plasmon-excited-states under cooling. Furthermore, control quenching experiments supported by theoretical calculations indicate that plasmon-mediated substrate excitation to an electronic triplet state may play the key role in plasmon-assisted chemical transformation. Last but not least, we demonstrated the possible applicability of plasmon assistance to biological systems by AAC coupling of biotin to gold nanoparticles performed at -35 °C.

Identifiants

pubmed: 34163774
doi: 10.1039/d0sc05898j
pii: d0sc05898j
pmc: PMC8179579
doi:

Types de publication

Journal Article

Langues

eng

Pagination

5591-5598

Informations de copyright

This journal is © The Royal Society of Chemistry.

Déclaration de conflit d'intérêts

There are no conflicts to declare.

Références

Acc Chem Res. 2019 Sep 17;52(9):2506-2515
pubmed: 31424904
Nanoscale. 2018 Jun 14;10(23):10835-10843
pubmed: 29694476
Proc Natl Acad Sci U S A. 2020 Jul 7;117(27):15473-15481
pubmed: 32571948
Proteome Sci. 2017 Jun 24;15:14
pubmed: 28652856
Chem Rev. 2020 Jan 22;120(2):986-1041
pubmed: 31725267
Chembiochem. 2016 Apr 15;17(8):689-92
pubmed: 26919579
Science. 2019 May 3;364(6439):
pubmed: 31048461
Angew Chem Int Ed Engl. 2012 Feb 13;51(7):1698-701
pubmed: 22223430
Langmuir. 2019 Feb 12;35(6):2023-2032
pubmed: 30657691
J Phys Chem B. 2009 May 7;113(18):6378-96
pubmed: 19366259
ACS Nano. 2014 Aug 26;8(8):7630-8
pubmed: 24960573
Nano Lett. 2013 Jan 9;13(1):240-7
pubmed: 23194158
Chem Commun (Camb). 2019 Jul 23;55(60):8695-8704
pubmed: 31073568
Light Sci Appl. 2020 Jun 28;9:108
pubmed: 32612818
Nat Mater. 2012 Sep;11(9):775-80
pubmed: 22886067
Nat Mater. 2012 Dec;11(12):1044-50
pubmed: 23178296
Science. 2010 Apr 9;328(5975):224-8
pubmed: 20378815
Phys Rev B Condens Matter. 1988 Jan 15;37(2):785-789
pubmed: 9944570
Chem Sci. 2017 Jul 1;8(7):5166-5171
pubmed: 28970902
J Chem Phys. 2010 Apr 21;132(15):154104
pubmed: 20423165
ACS Nano. 2018 Jun 26;12(6):5570-5579
pubmed: 29860829
J Comput Chem. 2011 May;32(7):1456-65
pubmed: 21370243
J Lipid Res. 2016 Oct;57(10):1934-1947
pubmed: 27565170
Nat Mater. 2011 Nov 23;10(12):911-21
pubmed: 22109608
Science. 2018 Oct 5;362(6410):69-72
pubmed: 30287657
Chem Sci. 2020 Apr 21;11(19):5017-5027
pubmed: 34122958
Nano Lett. 2018 Nov 14;18(11):6740-6749
pubmed: 30277787
Chem Rev. 2018 Mar 28;118(6):2927-2954
pubmed: 29190069
Chemistry. 2020 May 4;26(25):5694-5700
pubmed: 31953964
Anal Chem. 2020 May 19;92(10):7146-7153
pubmed: 32297736
Nat Chem. 2011 Jun;3(6):467-72
pubmed: 21602862
Chem Soc Rev. 2013 Feb 7;42(3):845-56
pubmed: 23117144
J Am Chem Soc. 2007 Jan 10;129(1):42-3
pubmed: 17199279
Angew Chem Int Ed Engl. 2019 Apr 1;58(15):4800-4808
pubmed: 30375136
Science. 2010 Jan 15;327(5963):319-22
pubmed: 20075249
Angew Chem Int Ed Engl. 2008;47(12):2182-4
pubmed: 18264961

Auteurs

Olga Guselnikova (O)

Department of Solid State Engineering, University of Chemistry and Technology 166 28 Prague Czech Republic oleksiy.lyutakov@vscht.cz.
Research School of Chemistry & Applied Biomedical Sciences, National Research Tomsk Polytechnic University Lenin Avenue 30 Tomsk 634050 Russia.

Jiří Váňa (J)

Institute of Organic Chemistry and Technology, Faculty of Chemical Technology, University of Pardubice Studentská 573 532 10 Pardubice Czech Republic.

Linh Trinh Phuong (LT)

Department of Solid State Engineering, University of Chemistry and Technology 166 28 Prague Czech Republic oleksiy.lyutakov@vscht.cz.

Illia Panov (I)

Group of Advanced Materials and Organic Synthesis, Institute of Chemical Process Fundamentals, Czech Academy of Sciences Rozvojová 1/135 165 02 Prague Czech Republic.

Lubomír Rulíšek (L)

Institute of Organic Chemistry and Biochemistry of the Czech Academy of Sciences Flemingovo náměstí 2 166 10 Prague 6 Czech Republic erik.andris@uochb.cas.cz.

Andrii Trelin (A)

Department of Solid State Engineering, University of Chemistry and Technology 166 28 Prague Czech Republic oleksiy.lyutakov@vscht.cz.

Pavel Postnikov (P)

Department of Solid State Engineering, University of Chemistry and Technology 166 28 Prague Czech Republic oleksiy.lyutakov@vscht.cz.
Research School of Chemistry & Applied Biomedical Sciences, National Research Tomsk Polytechnic University Lenin Avenue 30 Tomsk 634050 Russia.

Václav Švorčík (V)

Department of Solid State Engineering, University of Chemistry and Technology 166 28 Prague Czech Republic oleksiy.lyutakov@vscht.cz.

Erik Andris (E)

Institute of Organic Chemistry and Biochemistry of the Czech Academy of Sciences Flemingovo náměstí 2 166 10 Prague 6 Czech Republic erik.andris@uochb.cas.cz.

Oleksiy Lyutakov (O)

Department of Solid State Engineering, University of Chemistry and Technology 166 28 Prague Czech Republic oleksiy.lyutakov@vscht.cz.
Research School of Chemistry & Applied Biomedical Sciences, National Research Tomsk Polytechnic University Lenin Avenue 30 Tomsk 634050 Russia.

Classifications MeSH