Chemistry - A European Journal (2019)
Update date:2022-08-05
Topics: Carbene Formation
Yin, Xiang
Zuccarello, Giuseppe
García-Morales, Cristina
Echavarren, Antonio M.
A novel synthesis of indanes and dihydronaphtalenes based on the intramolecular insertion into C(sp3)?H bonds of gold(I) carbenes generated by retro-Buchner reaction (decarbenation) has been developed. Deuterium-labeling and kinetic isotope effect experiments, DFT calculations, and generation of the proposed carbene intermediate from a well-characterized gold(I) carbenoid support the involvement of a three-center concerted mechanism for the C(sp3)?H functionalization process.
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