Published April 2013
| public
Conference Paper
Transition-metal-free reductive cleavage of lignin-related C-O bonds by an activated silane
Chicago
Abstract
Reported herein is a transition-metal-free protocol for the efficient reductive cleavage of diaryl and aryl alkyl ethers. The combination of triethylsilane with simple bases forms an unusually powerful reductive couple that affords regioselective rupture of lignin- and coal-related C-O bonds in arom. ethers. Interestingly, this is accompanied by ortho-directed C-H silylation that becomes preferred with certain bases and temp. re-gimes. However, the tuning of selectivity proved possible thus enabling the development of a practical method for the title transformation, as illustrated by the redn. of lignin model compds. to their corresponding phenolic and arom. constituents.
Additional Information
© 2013 American Chemical Society.Additional details
- Eprint ID
- 39626
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- CaltechAUTHORS:20130729-103843842
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2013-07-29Created from EPrint's datestamp field
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2020-07-07Created from EPrint's last_modified field