A Simple, Multidimensional Approach to High-Throughput Discovery of Catalytic Reactions
Abstract
Transition metal complexes catalyze many important reactions that are employed in medicine, materials science, and energy production. Although high-throughput methods for the discovery of catalysts that would mirror related approaches for the discovery of medicinally active compounds have been the focus of much attention, these methods have not been sufficiently general or accessible to typical synthetic laboratories to be adopted widely. We report a method to evaluate a broad range of catalysts for potential coupling reactions with the use of simple laboratory equipment. Specifically, we screen an array of catalysts and ligands with a diverse mixture of substrates and then use mass spectrometry to identify reaction products that, by design, exceed the mass of any single substrate. Lastly, with this method, we discovered a copper-catalyzed alkyne hydroamination and two nickel-catalyzed hydroarylation reactions, each of which displays excellent functional-group tolerance.
- Authors:
-
- Univ. of Illinois, Urbana-Champaign, IL (United States). Dept. of Chemistry
- Publication Date:
- Research Org.:
- Lawrence Berkeley National Laboratory (LBNL), Berkeley, CA (United States)
- Sponsoring Org.:
- USDOE; National Institutes of Health (NIH); Boehringer Ingelheim
- OSTI Identifier:
- 1468801
- Report Number(s):
- LBNL-1007180
Journal ID: ISSN 0036-8075; ir:1007180
- Grant/Contract Number:
- FG02-07ER15843; GM-55382
- Resource Type:
- Journal Article: Accepted Manuscript
- Journal Name:
- Science
- Additional Journal Information:
- Journal Volume: 333; Journal Issue: 6048; Journal ID: ISSN 0036-8075
- Publisher:
- AAAS
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 36 MATERIALS SCIENCE; 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
Citation Formats
Robbins, Daniel W., and Hartwig, John F. A Simple, Multidimensional Approach to High-Throughput Discovery of Catalytic Reactions. United States: N. p., 2011.
Web. doi:10.1126/science.1207922.
Robbins, Daniel W., & Hartwig, John F. A Simple, Multidimensional Approach to High-Throughput Discovery of Catalytic Reactions. United States. https://doi.org/10.1126/science.1207922
Robbins, Daniel W., and Hartwig, John F. 2011.
"A Simple, Multidimensional Approach to High-Throughput Discovery of Catalytic Reactions". United States. https://doi.org/10.1126/science.1207922. https://www.osti.gov/servlets/purl/1468801.
@article{osti_1468801,
title = {A Simple, Multidimensional Approach to High-Throughput Discovery of Catalytic Reactions},
author = {Robbins, Daniel W. and Hartwig, John F.},
abstractNote = {Transition metal complexes catalyze many important reactions that are employed in medicine, materials science, and energy production. Although high-throughput methods for the discovery of catalysts that would mirror related approaches for the discovery of medicinally active compounds have been the focus of much attention, these methods have not been sufficiently general or accessible to typical synthetic laboratories to be adopted widely. We report a method to evaluate a broad range of catalysts for potential coupling reactions with the use of simple laboratory equipment. Specifically, we screen an array of catalysts and ligands with a diverse mixture of substrates and then use mass spectrometry to identify reaction products that, by design, exceed the mass of any single substrate. Lastly, with this method, we discovered a copper-catalyzed alkyne hydroamination and two nickel-catalyzed hydroarylation reactions, each of which displays excellent functional-group tolerance.},
doi = {10.1126/science.1207922},
url = {https://www.osti.gov/biblio/1468801},
journal = {Science},
issn = {0036-8075},
number = 6048,
volume = 333,
place = {United States},
year = {Thu Sep 08 00:00:00 EDT 2011},
month = {Thu Sep 08 00:00:00 EDT 2011}
}
Web of Science
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