Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 140, Issue 46, Pages 15616-15620Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.8b10206
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Funding
- Institute of General Medical Sciences of the U.S. Department of Health and Human Services [R01 GM65597, R35 GM127097]
- National Science Foundation [CHE-1665389]
- NIH Shared Instrumentation Grant program [S10OD011952]
- NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES [R35GM127097, R01GM065597] Funding Source: NIH RePORTER
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Boron trifluoride is observed to promote a variety of C-H insertion reactions of benzynes bearing pendant alkyl groups. Computations and various mechanistic studies indicate that BF3 engages the strained pi-bond to confer carbene-like character on the adjacent, noncoordinated benzyne carbon. This represents an unprecedented catalytic role for a non-transition metal such as BF3.
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