Journal
ORGANIC LETTERS
Volume 18, Issue 16, Pages 4080-4083Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b01977
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- University of Pennsylvania
- NSF
- NIH including HRMS [NIH RR-023444]
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Arynes are important and versatile intermediates in a variety of transformations. Commonly used solvents for aryne chemistry include acetonitrile and dichloromethane. Although rarely reported, the reactive nature of aryne intermediates makes there prone to side reactions, which sometimes invoke solvent participation. Acetonitrile and dichloromethane are not always innocent solvents and can participate in aryne-based reactions. These results are presented in the context of ongoing mechanistic investigations of the triple aryne-tetrazine reaction.
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