Through-Space Electrostatic Interactions Surpass Classical Through-Bond Electronic Effects in Enhancing CO

carbon dioxide electrocatalysis electrostatic interactions iron porphyrin second coordination sphere

Journal

ChemSusChem
ISSN: 1864-564X
Titre abrégé: ChemSusChem
Pays: Germany
ID NLM: 101319536

Informations de publication

Date de publication:
05 Mar 2021
Historique:
received: 24 11 2020
revised: 24 12 2020
pubmed: 3 1 2021
medline: 3 1 2021
entrez: 2 1 2021
Statut: ppublish

Résumé

In his pioneering work to unravel the catalytic power of enzymes, Warshel has pertinently validated that electrostatic interactions play a major role in the activation of substrates. Implementing such chemical artifice in molecular catalysts may help improve their catalytic properties. In this study, a series of tetra-, di-, and mono-substituted iron porphyrins with cationic imidazolium groups were designed. Their presence in the second coordination sphere helped stabilize the [Fe-CO

Identifiants

pubmed: 33387402
doi: 10.1002/cssc.202002718
doi:

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

1308-1315

Subventions

Organisme : French National Research Agency
ID : ANR-19-CE05-0020-02, LOCO
Organisme : French National Research Agency
ID : LABEX CHARMMMAT

Informations de copyright

© 2021 Wiley-VCH GmbH.

Références

D. A. N. Ussiri, R. Lal, in Carbon Sequestration for Climate Change Mitigation and Adaptation, Springer, Cham, 2017, pp. 497-545.
 
T. P. Senftle, E. A. Carter, Acc. Chem. Res. 2017, 50, 472-475;
M. Aresta, A. Dibenedetto, A. Angelini, Chem. Rev. 2014, 114, 1709-1742;
Q. Liu, L. Wu, R. Jackstell, M. Beller, Nat. Commun. 2015, 6, 5933;
S. C. Roy, O. K. Varghese, M. Paulose, C. A. Grimes, ACS Nano 2010, 4, 1259-1278;
G. A. Olah, Angew. Chem. Int. Ed. 2005, 44, 2636-2639;
Angew. Chem. 2005, 117, 2692-2696;
Q.-L. Zhou, Angew. Chem. Int. Ed. 2016, 55, 5352-5353;
Angew. Chem. 2016, 128, 5438-5439;
O. S. Bushuyev, P. De Luna, C. T. Dinh, L. Tao, G. Saur, J. van de Lagemaat, S. O. Kelley, E. H. Sargent, Joule 2018, 2, 825-832.
 
R. Francke, B. Schille, M. Roemelt, Chem. Rev. 2018, 118, 4631-4701;
F. Wang, ChemSusChem 2017, 10, 4393-4402;
H. Takeda, C. Cometto, O. Ishitani, M. Robert, ACS Catal. 2017, 7, 70-88;
M. Cokoja, C. Bruckmeier, B. Rieger, W. A. Herrmann, F. E. Kühn, Angew. Chem. Int. Ed. 2011, 50, 8510-8537;
Angew. Chem. 2011, 123, 8662-8690;
N. Elgrishi, M. B. Chambers, X. Wang, M. Fontecave, Chem. Soc. Rev. 2017, 46, 761-796;
K. E. Dalle, J. Warnan, J. J. Leung, B. Reuillard, I. S. Karmel, E. Reisner, Chem. Rev. 2019, 119, 2752-2875.
 
T. Katsuhiro, H. Kazuya, S. Hideo, T. Shinobu, Chem. Lett. 1979, 8, 305-308;
M. Hammouche, D. Lexa, M. Momenteau, J. M. Saveant, J. Am. Chem. Soc. 1991, 113, 8455-8466;
C. Costentin, J.-M. Savéant, Nat. Chem. Rev. 2017, 1, 0087;
A. W. Nichols, C. W. Machan, Front. Chem. 2019, 7;
F. Franco, S. Fernández, J. Lloret-Fillol, Curr. Opin. Electrochem. 2019, 15, 109-117;
P. Gotico, Z. Halime, A. Aukauloo, Dalton Trans. 2020, 49, 2381-2396;
Y. Matsubara, ACS Energy Lett. 2019, 1999-2004;
S. Bhunia, A. Rana, P. Roy, D. J. Martin, M. L. Pegis, B. Roy, A. Dey, J. Am. Chem. Soc. 2018, 140, 9444-9457.
I. Bhugun, D. Lexa, J.-M. Savéant, J. Phys. Chem. 1996, 100, 19981-19985.
I. Azcarate, C. Costentin, M. Robert, J.-M. Savéant, J. Am. Chem. Soc. 2016, 138, 16639-16644.
 
I. Azcarate, C. Costentin, M. Robert, J.-M. Savéant, J. Phys. Chem. C 2016, 120, 28951-28960;
C. Costentin, J.-M. Savéant, Nat. Chem. Rev. 2017, 1, 0087.
 
C. Costentin, S. Drouet, M. Robert, J.-M. Savéant, Science 2012, 338, 90-94;
C. Costentin, G. Passard, M. Robert, J.-M. Savéant, J. Am. Chem. Soc. 2014, 136, 11821-11829;
E. Nichols, J. S. Derrick, S. K. Nistanaki, P. T. Smith, C. J. Chang, Chem. Sci. 2018, 9, 2952-2960;
P. Sen, B. Mondal, D. Saha, A. Rana, A. Dey, Dalton Trans. 2019, 48, 5965-5977;
P. Gotico, B. Boitrel, R. Guillot, M. Sircoglou, A. Quaranta, Z. Halime, W. Leibl, A. Aukauloo, Angew. Chem. Int. Ed. 2019, 58, 4504-4509;
Angew. Chem. 2019, 131, 4552-4557.
A. Khadhraoui, P. Gotico, B. Boitrel, W. Leibl, Z. Halime, A. Aukauloo, Chem. Commun. 2018, 54, 11630-11633.
B. Mondal, A. Rana, P. Sen, A. Dey, J. Am. Chem. Soc. 2015, 137, 11214-11217.
 
A. Warshel, Acc. Chem. Res. 1981, 14, 284-290;
P. K. Sharma, Z. T. Chu, M. H. M. Olsson, A. Warshel, Proc. Nat. Acad. Sci. 2007, 104, 9661-9666;
A. Warshel, Proc. Nat. Acad. Sci. 1978, 75, 5250-5254.
 
C.-H. Lee, J. S. Lindsey, Tetrahedron 1994, 50, 11427-11440;
J. S. Lindsey, I. C. Schreiman, H. C. Hsu, P. C. Kearney, A. M. Marguerettaz, J. Org. Chem. 1987, 52, 827-836.
 
J. P. Collman, R. R. Gagne, C. Reed, T. R. Halbert, G. Lang, W. T. Robinson, J. Am. Chem. Soc. 1975, 97, 1427-1439;
A. Didier, L. Michaudet, D. Ricard, V. Baveux-Chambenoît, P. Richard, B. Boitrel, Eur. J. Org. Chem. 2001, 2001, 1927-1926;
Z. Halime, M. Lachkar, T. Roisnel, E. Furet, J. F. Halet, B. Boitrel, Angew. Chem. Int. Ed. 2007, 46, 5120-5124;
Angew. Chem. 2007, 119, 5212-5216;
I. Hijazi, T. Roisnel, P. Even-Hernandez, E. Furet, J.-F. Halet, O. Cador, B. Boitrel, J. Am. Chem. Soc. 2010, 132, 10652-10653.
 
C. Römelt, J. Song, M. Tarrago, J. A. Rees, M. van Gastel, T. Weyhermüller, S. DeBeer, E. Bill, F. Neese, S. Ye, Inorg. Chem. 2017, 56, 4745-4750;
C. Römelt, S. Ye, E. Bill, T. Weyhermüller, M. van Gastel, F. Neese, Inorg. Chem. 2018, 57, 2141-2148.
 
C. Costentin, M. Robert, J.-M. Savéant, Acc. Chem. Res. 2015, 48, 2996-3006;
V. Artero, J.-M. Saveant, Energy Environ. Sci. 2014, 7, 3808-3814;
C. Costentin, J.-M. Savéant, J. Am. Chem. Soc. 2017, 139, 8245-8250.
 
M. L. Pegis, B. A. McKeown, N. Kumar, K. Lang, D. J. Wasylenko, X. P. Zhang, S. Raugei, J. M. Mayer, ACS Cent. Sci. 2016, 2, 850-856;
M. L. Pegis, C. F. Wise, B. Koronkiewicz, J. M. Mayer, J. Am. Chem. Soc. 2017, 139, 11000-11003;
M. L. Pegis, C. F. Wise, D. J. Martin, J. M. Mayer, Chem. Rev. 2018, 118, 2340-2391.
C. Costentin, J.-M. Savéant, J. Am. Chem. Soc. 2018, 140, 16669-16675.
C. Costentin, S. Drouet, G. Passard, M. Robert, J.-M. Savéant, J. Am. Chem. Soc. 2013, 135, 9023-9031.
 
K. Saihara, Y. Yoshimura, S. Ohta, A. Shimizu, Sci. Rep. 2015, 5, 10619;
A. Verma, J. P. Stoppelman, J. G. McDaniel, Int. J. Mol. Sci. 2020, 21, 403;
C. Ma, A. Laaksonen, C. Liu, X. Lu, X. Ji, Chem. Soc. Rev. 2018, 47, 8685-8720.
B. Zhao, H. Lei, N. Wang, G. Xu, W. Zhang, R. Cao, Chem. Eur. J. 2020, 26, 4007-4012.

Auteurs

Asma Khadhraoui (A)

Université Paris-Saclay, CNRS, Institut de Chimie Moléculaire et des Matériaux d'Orsay (ICMMO), 91405, Orsay, France.

Philipp Gotico (P)

Université Paris-Saclay, CEA, Institute for Integrative Biology of the Cell (I2BC), 91198, Gif-sur-Yvette, France.

Winfried Leibl (W)

Université Paris-Saclay, CEA, Institute for Integrative Biology of the Cell (I2BC), 91198, Gif-sur-Yvette, France.

Zakaria Halime (Z)

Université Paris-Saclay, CNRS, Institut de Chimie Moléculaire et des Matériaux d'Orsay (ICMMO), 91405, Orsay, France.

Ally Aukauloo (A)

Université Paris-Saclay, CNRS, Institut de Chimie Moléculaire et des Matériaux d'Orsay (ICMMO), 91405, Orsay, France.
Université Paris-Saclay, CEA, Institute for Integrative Biology of the Cell (I2BC), 91198, Gif-sur-Yvette, France.

Classifications MeSH