Journal
ORGANIC LETTERS
Volume 10, Issue 19, Pages 4299-4302Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol801670z
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- CNRS
- UPS
- NIH [R01 GM 68825]
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The biphenyl and binaphthyl diisopropylaminocarbenes were found to be only transient species that spontaneously and quantitatively rearrange into the corresponding aminofluorenes. DFT calculations confirm that these insertion reactions of aminocarbenes into proximal aromatic C-H bonds require only a moderate energy barrier and support a concerted, strongly asynchronous, mechanism dominated by C-arom-C-carbene proton transfer.
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