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Amidocuprates for Directed ortho Cupration: Structural Study, Mechanistic Investigation, and Chemical Requirements
Author(s) -
Komagawa Shinsuke,
Usui Shinya,
Haywood Joanna,
Harford Philip J.,
Wheatley Andrew E. H.,
Matsumoto Yotaro,
Hirano Keiichi,
Takita Ryo,
Uchiyama Masanobu
Publication year - 2012
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201204923
Subject(s) - cuprate , reactivity (psychology) , type (biology) , computer science , chemistry , monomer , scheme (mathematics) , information retrieval , physics , mathematics , organic chemistry , biology , condensed matter physics , polymer , medicine , ecology , alternative medicine , pathology , doping , mathematical analysis
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).