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Dr. Shinsuke Komagawa, Dr. Shinya Usui, Dr. Joanna Haywood, Philip J. Harford, Dr. Andrew E. H. Wheatley, Dr. Yotaro Matsumoto, Dr. Keiichi Hirano, Prof. Dr. Ryo Takita and Prof. Dr. Masanobu Uchiyama Amidocuprates for Directed ortho Cupration: Structural Study, Mechanistic Investigation, and Chemical Requirements Angewandte Chemie International Edition 51

Article first published online: 18 OCT 2012 | DOI: 10.1002/anie.201204923

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The name of the game: X-ray crystallographic analysis of Gilman- and Lipshutz-type amidocuprates indicates that the presence of LiX (X=CN, I) and THF shifts the equilibrium between the two toward the Lipshutz-type cuprate and that this is important in generating the active species for directed ortho cupration. DFT calculations show that monomeric Gilman-type cuprates have an unprecedentedly high reactivity (see scheme, DG=directing group).

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