475056-90-7Relevant academic research and scientific papers
Development of highly chemoselective bulky zincate complex, tBu 4ZnLi2: Design, structure, and practical applications in small-/macromolecular synthesis
Furayama, Taniyuki,Yonehara, Mitsuhiro,Arimoto, Sho,Kobayashi, Minoru,Matsumoto, Yotaro,Uchiyama, Masanobu
supporting information; experimental part, p. 10348 - 10356 (2009/10/10)
We present full details of the unique reactivities of the newly developed dianion-type bulky zincate, dilithium tetra-ferf-butylzincate (tBu 4ZnLi2). With this reagent, halogen-zinc exchange reaction of variously functionalized haloaromatics and anionic polymerization of N-isopropylacrylamide (NIPAm)/styrene with excellent chemoselectivity were realized. Halogen-zinc exchange reaction followed by electrophilic trapping with propargyl bromide provided a convenient route to functionalized phenylallenes, particularly those with electrophilic functional groups (such as cyano, amide and halogens). Spectral and computational studies of the structure in the gas and liquid phases indicated extraordinary stabilization of this dianion-type zincate by its bulky ligands.
Synthesis and reaction of secondary and primary diorganozinc reagents using a boron-zinc exchange reaction. A useful method for the stereo- and regioselective formation of new carbon-carbon bonds
Hupe, Eike,Calaza, M. Isabel,Knochel, Paul
, p. 136 - 142 (2007/10/03)
Applications of the boron-zinc exchange reaction to make new carbon-carbon bonds are reviewed. Functionalized chiral secondary alkylzinc reagents can be prepared by this exchange reaction and allows to perform formal enantioselective Michael-additions wit
One-pot chemoselective functionalization of arylsilanes via cascade metal-metal exchange reactions
Hupe, Eike,Calaza, M. Isabel,Knochel, Paul
, p. 1390 - 1391 (2007/10/03)
A cascade-transmetallation sequence allows a one-pot conversion of arylsilanes into functionalized arylcoppers; they react with various types of electrophiles (allylic halides, acid chlorides, bromoalkynes); bimetallic zinc-copper-reagents can be prepared by this method either directly or in a sequential fashion.
