High-throughput photocapture approach for reaction discovery.
Alison A Bayly1, Benjamin R McDonald1, Milan Mrksich2
1Department of Chemistry, Northwestern University, Evanston, IL 60208.
Summary
We developed a high-throughput analysis (HTA) method for rapid reaction mixture assessment using photocapture and self-assembled monolayers for matrix-assisted laser desorption/ionization mass spectrometry (SAMDI-MS). This enables faster discovery of new reactions, like a novel reductive coupling of acyl azolium species.
Area of Science:
- Organic Chemistry
- Analytical Chemistry
- Chemical Biology
Background:
- Modern organic reaction discovery requires rapid assessment of numerous experiments.
- Time-consuming reaction analysis is a major bottleneck in developing new bioactive agents.
Purpose of the Study:
- To develop a high-throughput analysis (HTA) method to overcome the bottleneck in reaction analysis.
- To enable faster and more efficient discovery of novel organic reactions.
Main Methods:
- Photocapture of reaction mixtures on a 384-spot diazirine-terminated self-assembled monolayer.
- Analysis of captured species using self-assembled monolayers for matrix-assisted laser desorption/ionization mass spectrometry (SAMDI-MS).
Main Results:
- Successfully applied the HTA platform to analyze complex reaction mixtures.
- Identified a novel single-electron-promoted reductive coupling of acyl azolium species.
Conclusions:
- The developed HTA method significantly accelerates reaction analysis.
- This platform facilitates the iterative process crucial for discovering new bioactive agents and chemical transformations.
