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Selective organic synthesis through generation and reactivity control of hyper‐coordinate metal species
Author(s) -
Hiyama Tamejiro
Publication year - 2008
Publication title -
the chemical record
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.61
H-Index - 78
eISSN - 1528-0691
pISSN - 1527-8999
DOI - 10.1002/tcr.20162
Subject(s) - organosilicon , chemistry , reagent , organic synthesis , nucleophile , nucleophilic substitution , reactivity (psychology) , electrophile , hsab theory , acetal , organic chemistry , carbon fibers , combinatorial chemistry , catalysis , materials science , medicine , alternative medicine , pathology , composite number , composite material
Abstract This paper is a review of my 40 years of research at Kyoto, Sagamihara, and Yokohama, all based on the generation of hyper‐coordinate metal species such as ate complexes and pentacoordinate silicates. The topics are: (i) carbenoid reagents for carbon–carbon bond‐forming reactions, (ii) nucleophilic substitution at acetal carbons using aluminate reagents, (iii) preparation of magnesium enolates and its reaction with nitriles, (iv) Cr(II) reagents for reduction of organic halides and highly selective carbon–carbon bond formation, (v) organic synthesis with organosilion reagents/fluoride ions, (vi) cross‐coupling reaction of organosilicon compounds, and (vii) silicon‐based conjugate addition to α,β‐unsaturated carbonyl acceptors. © 2008 The Japan Chemical Journal Forum and Wiley Periodicals, Inc. Chem Rec 8: 337–350; 2008: Published online in Wiley InterScience ( www.interscience.wiley.com ) DOI 10.1002/tcr.20162