Integrating Flow Chemistry With Electrospray Ionization Mass Spectrometry

Duez, Quentin

doi:10.1002/cmtd.202400036

Download

Article (Scientific journals)

Integrating Flow Chemistry With Electrospray Ionization Mass Spectrometry

Duez, Quentin

2025 • In Chemistry Methods, 5 (4), p. 202400036

Peer Reviewed verified by ORBi

Permalink
https://hdl.handle.net/20.500.12907/52025

DOI
10.1002/cmtd.202400036

Files (1)Send to Details Statistics Bibliography Similar publications

Files

Full Text

_Chemistry Methods - 2025 - Duez - Integrating Flow Chemistry With Electrospray Ionization Mass Spectrometry.pdf

Publisher postprint (11.64 MB)

Download

All documents in ORBi UMONS are protected by a user license.

Send to

RIS BibTex APA Chicago Permalink X Linkedin

Details

Keywords :

Mass spectrometry; Flow chemistry; Reaction mechanisms; Reaction intermediates; High-throughput screening

Abstract :

[en] Flow chemistry is a transformative method that facilitates the exploration of chemical reactivity and enables process automation. In this context of high-throughput experimentation, analysing reaction outputs often constitutes a bottleneck. The direct integration of flow chemistry with electrospray ionization mass spectrometry (ESI-MS) is emerging as a method for the real-time monitoring of reaction mixtures in flow conditions, paving the way for reaction optimization and mechanistic investigations. As shown in selected examples, flow chemistry coupled to ESI-MS facilitates the detection and characterization of reaction intermediates and allows for tracking reaction dynamics under continuously changing conditions. Furthermore, establishing direct feedback between the flow setup and the analytical instrument enables the autonomous optimization of experimental conditions based on the real-time MS readout. Altogether, MS approaches hold the potential to streamline the development of complex synthetic pathways in flow. [a] Organic Synthesis and

Disciplines :

Chemistry

Author, co-author :

Duez, Quentin ; Université de Mons - UMONS > Faculté des Sciences > Service de Synthèse et spectrométrie de masse organiques

Language :

English

Title :

Integrating Flow Chemistry With Electrospray Ionization Mass Spectrometry

Publication date :

03 March 2025

Journal title :

Chemistry Methods

eISSN :

2628-9725

Publisher :

Wiley-VCH

Volume :

Issue :

Pages :

e202400036

Peer reviewed :

Peer Reviewed verified by ORBi

Research unit :

S836 - Synthèse et spectrométrie de masse organiques

Research institute :

Biosciences
Matériaux

Funders :

F.R.S.-FNRS - Fonds de la Recherche Scientifique

Available on ORBi UMONS :

since 04 March 2025

Statistics

Number of views

94 (6 by UMONS)

Number of downloads

184 (3 by UMONS)

More statistics

Scopus citations^®

Scopus citations^®
without self-citations

OpenCitations

OpenAlex citations

Bibliography

L. Capaldo, Z. Wen, T. Noel, Chem. Sci. 2023, 14, 4230–4247.
M. G. Russell, T. F. Jamison, Angew. Chem. Int. Ed. 2019, 58, 7678–7681.
S. B. Otvos, M. A. Pericas, C. O. Kappe, Chem. Sci. 2019, 10, 11141–11146.
L. Buglioni, F. Raymenants, A. Slattery, S. D. A. Zondag, T. Noel, Chem. Rev. 2022, 122, 2752–2906.
T. S. Chen, H. Long, Y. Gao, H. C. Xu, Angew. Chem. Int. Ed. 2023, 62, e202310138.
S. Steiner, J. Wolf, S. Glatzel, A. Andreou, J. M. Granda, G. Keenan, T. Hinkley, G. Aragon-Camarasa, P. J. Kitson, D. Angelone, L. Cronin, Science 2019, 363, eaav221.
A. A. Volk, R. W. Epps, D. T. Yonemoto, B. S. Masters, F. N. Castellano, K. G. Reyes, M. Abolhasani, Nat. Commun. 2023, 14, 1403.
A. Slattery, Z. Wen, P. Tenblad, J. Sanjose-Orduna, D. Pintossi, T. den Hartog, T. Noel, Science 2024, 383, eadj1817.
M. Rodriguez-Zubiri, F.-X. Felpin, Org. Proc. Res. Dev. 2022, 26, 1766–1793.
L. P. Yunker, R. L. Stoddard, J. S. McIndoe, J. Mass Spectrom. 2014, 49, 1–8.
K. L. Vikse, Z. Ahmadi, C. C. Manning, D. A. Harrington, J. S. McIndoe, Angew Chem Int Ed Engl 2011, 50, 8304–8306.
J. Mehara, J. Roithová, Chem. Sci. 2020, 11, 11960–11972.
J. J. Haven, J. Vandenbergh, T. Junkers, Chem. Commun. 2015, 51, 4611–4614.
D. L. Browne, S. Wright, B. J. Deadman, S. Dunnage, I. R. Baxendale, R. M. Turner, S. V. Ley, Rapid Commun. Mass Spectrom. 2012, 26, 1999–2010.
J. S. Mathieson, M. H. Rosnes, V. Sans, P. J. Kitson, L. Cronin, Beilstein J. Nanotechnol. 2013, 4, 285–291.
Z. Wei, Y. Li, R. G. Cooks, X. Yan, Annu. Rev. Phys. Chem. 2020, 71, 31–51.
D. L. Stares, A. Szumna, C. A. Schalley, Chem. Eur. J. 2023, 29, e202302112.
K. L. Vikse, J. S. McIndoe, Pure Appl. Chem. 2015, 87, 361–377.
L. P. E. Yunker, Z. Ahmadi, J. R. Logan, W. Wu, T. Li, A. Martindale, A. G. Oliver, J. S. McIndoe, Organometallics 2018, 37, 4297–4308.
P. J. H. Williams, C. Killeen, I. C. Chagunda, B. Henderson, S. Donnecke, W. Munro, J. Sidhu, D. Kraft, D. A. Harrington, J. S. McIndoe, Chem. Sci. 2023, 14, 9970–9977.
L. S. Santos, J. O. Metzger, Angew. Chem. Int. Ed. 2006, 45, 977–981.
V. Gabelica, E. Marklund, Curr. Opin. Chem. Biol. 2018, 42, 51–59.
L. Polewski, A. Springer, K. Pagel, C. A. Schalley, Acc Chem Res 2021, 54, 2445–2456.
N. Geue, T. S. Bennett, A. A. Arama, L. A. I. Ramakers, G. F. S. Whitehead, G. A. Timco, P. B. Armentrout, E. J. L. McInnes, N. A. Burton, R. E. P. Winpenny, P. E. Barran, J. Am. Chem. Soc. 2022, 144, 22528–22539.
Q. Duez, P. Tinnemans, J. A. A. W. Elemans, J. Roithová, Chem. Sci. 2023, 14, 9759–9769.
P. Thordarson, E. J. A. Bijsterveld, A. E. Rowan, R. J. M. Nolte, Nature 2003, 424, 915–918.
J. A. A. W. Elemans, R. J. M. Nolte, Chem. Comm. 2019, 55, 9590–9605.
J. A. A. W. Elemans, E. J. A. Bijsterveld, A. E. Rowan, R. J. M. Nolte, Eur. J. Org. Chem. 2007, 2007, 751–757.
X. Chen, Q. Duez, G. L. Tripodi, P. J. Gilissen, D. Piperoudis, P. Tinnemans, J. A. A. W. Elemans, J. Roithová, R. J. M. Nolte, Eur. J. Org. Chem. 2022, 2022, e202200280.
M. Rodríguez, A. Y. Pereverzev, J. Roithová, ChemCatChem 2023, 15, e202300410.
G. L. Tripodi, M. M. J. Dekker, J. Roithová, L. Que, Jr., Angew. Chem. Int. Ed. 2021, 60, 7126–7131.
J. Roithová, A. Gray, E. Andris, J. Jašík, D. Gerlich, Acc. Chem. Res. 2016, 49, 223–230.
M. Pahl, M. Mayer, M. Schneider, D. Belder, K. R. Asmis, Anal. Chem. 2019, 91, 3199–3203.
M. Mayer, M. Pahl, M. Spanka, M. Grellmann, M. Sickert, C. Schneider, K. R. Asmis, D. Belder, Phys. Chem. Chem. Phys. 2020, 22, 4610–4616.
S. Schmahl, F. Horn, J. Jin, H. Westphal, D. Belder, K. R. Asmis, ChemPhysChem 2024, 25, e202300975.
Q. Duez, L. Marek, J. Vana, J. Hanusek, J. Roithová, Chem. Eur. J. 2024, 30, e202303619.
Y. Lee, G. L. Tripodi, D. Jeong, S. Lee, J. Roithová, J. Cho, J. Am. Chem. Soc. 2022, 144, 20752–20762.
R. Bakker, A. Bairagi, M. Rodriguez, G. L. Tripodi, A. Y. Pereverzev, J. Roithová, Inorg. Chem. 2023, 62, 1728–1734.
J. Luo, A. G. Oliver, J. S. McIndoe, Dalton Trans 2013, 42, 11312–11318.
A. J. Ingram, K. L. Walker, R. N. Zare, R. M. Waymouth, J. Am. Chem. Soc. 2015, 137, 13632–13646.
L. Konermann, F. I. Rosell, A. G. Mauk, D. J. Douglas, Biochemistry 1997, 36, 6448–6454.
W. Jiang, A. Schäfer, P. C. Mohr, C. A. Schalley, J. Am. Chem. Soc. 2010, 132, 2309–2320.
L. Konermann, B. A. Collings, D. J. Douglas, Biochemistry 1997, 36, 5554–5559.
G. L. Tripodi, M. T. G. M. Derks, F. P. J. T. Rutjes, J. Roithová, Chemistry-Methods 2021, 1, 430–437.
D. J. Wilson, L. Konermann, Anal. Chem. 2003, 75, 6408–6414.
D. J. Wilson, L. Konermann, Anal. Chem. 2004, 76, 2537–2543.
E. J. Meeus, M. T. G. M. Derks, N. P. van Leest, C. J. Verhoef, J. Roithová, J. N. H. Reek, B. de Bruin, Chem Catalysis 2023, 3, 100700.
J. Yang, G. L. Tripodi, M. Derks, M. S. Seo, Y. M. Lee, K. W. Southwell, J. Shearer, J. Roithová, W. Nam, J. Am. Chem. Soc. 2023, 145, 26106–26121.
M. G. Baltussen, T. J. de Jong, Q. Duez, W. E. Robinson, W. T. S. Huck, Nature 2024, 631, 549–555.
M. Bujara, M. Schumperli, R. Pellaux, M. Heinemann, S. Panke, Nat. Chem. Biol. 2011, 7, 271–277.
C. Hold, S. Billerbeck, S. Panke, Nat. Commun. 2016, 7, 12971.
M. G. Baltussen, J. van de Wiel, C. L. Fernandez Regueiro, M. Jakstaite, W. T. S. Huck, Anal. Chem. 2022, 94, 7311–7318.
Q. Duez, J. van de Wiel, B. van Sluijs, S. Ghosh, M. G. Baltussen, M. T. G. M. Derks, J. Roithová, W. T. S. Huck, J. Am. Chem. Soc. 2024, 146, 20778–20787.
B. van Sluijs, T. Zhou, B. Helwig, M. G. Baltussen, F. H. T. Nelissen, H. A. Heus, W. T. S. Huck, Nat. Commun. 2024, 15, 1602.
B. P. Loren, M. Wleklinski, A. Koswara, K. Yammine, Y. Hu, Z. K. Nagy, D. H. Thompson, R. G. Cooks, Chem. Sci. 2017, 8, 4363–4370.
D. Hadavi, P. Han, M. Honing, J. Flow. Chem. 2021, 12, 175–184.
N. Holmes, G. R. Akien, R. J. D. Savage, C. Stanetty, I. R. Baxendale, A. J. Blacker, B. A. Taylor, R. L. Woodward, R. E. Meadows, R. A. Bourne, React. Chem. Eng. 2016, 1, 96–100.
C. T. Martha, N. Elders, J. G. Krabbe, J. Kool, W. M. A. Niessen, R. V. A. Orru, H. Irth, Anal. Chem. 2008, 80, 7121–7127.
C. T. Martha, A. Heemskerk, J. C. Hoogendoorn, N. Elders, W. M. Niessen, R. V. Orru, H. Irth, Chem. Eur. J. 2009, 15, 7368–7375.
D. E. Fitzpatrick, C. Battilocchio, S. V. Ley, Org. Proc. Res. Dev. 2015, 20, 386–394.
V. Fath, P. Lau, C. Greve, P. Weller, N. Kockmann, T. Röder, J. Flow. Chem. 2021, 11, 285–302.
E. E. Kempa, C. A. Smith, X. Li, B. Bellina, K. Richardson, S. Pringle, J. L. Galman, N. J. Turner, P. E. Barran, Anal. Chem. 2020, 92, 12605–12612.
K. Wink, M. van der Loh, N. Hartner, M. Polack, C. Dusny, A. Schmid, D. Belder, Angew. Chem. Int. Ed. 2022, 61, e202204098.
B. P. Loren, H. S. Ewan, L. Avramova, C. R. Ferreira, T. J. P. Sobreira, K. Yammine, H. Liao, R. G. Cooks, D. H. Thompson, Sci. Rep. 2019, 9, 14745.
Z. Jaman, D. L. Logsdon, B. Szilagyi, T. J. P. Sobreira, D. Aremu, L. Avramova, R. G. Cooks, D. H. Thompson, ACS Comb. Sci. 2020, 22, 184–196.
K. H. Huang, Z. Wei, R. G. Cooks, Chem. Sci. 2020, 12, 2242–2250.