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Plasmon-Mediated Intramolecular Methyl Migration with Nanoscale Spatial Control.

James L Brooks¹, Christopher L Warkentin¹, Dhabih V Chulhai¹

¹Department of Chemistry, University of Minnesota, Minneapolis, Minnesota 55455, United States.

|December 9, 2020

Summary

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Plasmonic materials drive challenging chemical reactions using light. This study demonstrates a novel methyl migration reaction, forming 4-methylpyridine from N-methylpyridinium, showcasing plasmonic catalysis selectivity.

Area of Science:

Materials Science
Chemistry
Nanotechnology

Background:

Plasmonic materials strongly interact with light, confining electromagnetic radiation to nanoscale volumes.
Localized surface plasmon resonances enable driving energetically unfavorable chemical reactions.
Plasmonic nanostructures can selectively catalyze specific photoproduct formation for solar-driven synthesis.

Purpose of the Study:

To induce and characterize an intramolecular methyl migration reaction using plasmonic environments.
To demonstrate the capability of plasmonic materials in driving complex and selective chemical transformations.
To explore the influence of optical illumination conditions on reaction yield and spatial specificity.

Main Methods:

Utilized plasmonic environments to initiate chemical reactions.

Keywords:

methyl migration nanoscale patterning plasmon-driven chemistry plasmonic photocatalysis spatial control surface-enhanced Raman spectroscopy

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Employed experimental and computational methods for product identification and spectral comparison.

Investigated the effect of varying optical illumination conditions on reaction outcomes.

Main Results:

Successfully induced an intramolecular methyl migration reaction, converting N-methylpyridinium to 4-methylpyridine.
Confirmed the product identity through spectral comparisons.
Observed a strong dependence of product yield on optical illumination, suggesting spatially specific catalysis.

Conclusions:

Plasmonic materials can drive complex C-N bond breaking and C-C bond forming reactions.
The observed spatial specificity in catalysis offers optical control over plasmonic reactions.
This work expands the scope of reactions accessible via plasmon-mediated chemistry.