Organozinc Compounds in Synthesis

Furukawa, Junji; Kawabata, Nariyoshi

doi:10.1016/s0065-3055(08)60451-7

Cited by 83 publications

(11 citation statements)

References 384 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…70 (See also the organozinc chapters in the first 71 and second 72,73 editions of Comprehensive Organometallic Chemistry, as well as other book chapters and reviews. [74][75][76][77][78][79][80] ) A recent book is devoted wholly to the applications of organozinc reagents in organic synthesis. 81 An important property of the dialkylzincs is their functional group tolerance compared to Grignard and organolithium reagents.…”

Section: Replacement Of Diethyl Ether By Dimethyl Ether (Bp -21°cmentioning

confidence: 99%

Zinc Alkyls, Edward Frankland, and the Beginnings of Main-Group Organometallic Chemistry

2001

View full text Add to dashboard Cite

Section: Replacement Of Diethyl Ether By Dimethyl Ether (Bp -21°cmentioning

confidence: 99%

Zinc Alkyls, Edward Frankland, and the Beginnings of Main-Group Organometallic Chemistry

2001

View full text Add to dashboard Cite

“…Zinc dialkyls activated with water or alcohols are known to polymerise epoxides, most probably via a coordinated anionic mechanism. 18 Investigations on the polymerisation mechanism of these cationic systems are currently the subject of further studies.…”

mentioning

confidence: 99%

Synthesis and catalytic activity of three-coordinate zinc cations

Hannant

Schormann

Bochmann

2002

J. Chem. Soc., Dalton Trans.

View full text Add to dashboard Cite

show abstract

“…Relating to the system Et 2 Zn/CH 2 I 2 , Furukawa took an intermediate position when he stipulated that 'the active species may include EtZnCH 2 I, ICH 2 ZnI and/or Zn(CH 2 I) 2 or associated complexes containing these molecules'. 276 In fact, during the past decade the solid-state structure of both ICH 2 ZnI·L and Zn(CH 2 I) 2 ·L (L = crown ether, glycol bis-ether) has been unambiguously characterized by X-ray crystallography (see Section 2.4.1 Table 4 and Section 3.1.2 Table 7). Moreover, Charette and Marcoux could differentiate the three reagents EtZnCH 2 I, ICH 2 ZnI and (ICH 2 ) 2 Zn by low-temperature 13 C spectroscopy in CD 2 Cl 2 and in the presence of a chiral (see Chiral) complexing agent.…”

Section: The Simmons-smith Reactionmentioning

confidence: 99%

Zinc: Organometallic ChemistryBased in part on the article Zinc: Organometallic Chemistry by Gerard Parkin which appeared in theEncyclopedia of Inorganic Chemistry, First Edition.

Grévy

2005

Encyclopedia of Inorganic and Bioinorganic Chemistry

View full text Add to dashboard Cite

Since the discovery of the first organozinc compounds by Sir Edward Frankland in 1849, the organometallic chemistry of zinc made remarkable advances and organozinc species have become essential tools for organic chemists. During the past decade, numerous new and modified procedures for the preparation of the title compounds have been published, rendering their synthesis easier, faster, and less expensive and giving higher yields. The coordination chemistry of organozinc derivatives has been subject of further interest and various intra‐ and intermolecular complexes with different donor ligands have been structurally characterized by X‐ray crystallography and spectroscopic methods. The accumulation of molecular structures, physicochemical studies, and computational calculations has led to a better understanding of the organozinc chemistry, and consequently to the design of new derivatives for specific applications. Even if the development of areas like the chemistry of organozinc anions and cations is still in its early stage, these compounds, which exhibit properties different than those of the parent organometallic species, appear to have promising applications in synthesis and catalytic reactions. During the past ten years, the chemistry of organo‐ gem ‐dizincio derivatives has also been the subject of much interest and progress. These reagents can form two carbon–carbon bonds in a one‐pot reaction and with high stereoselectivity. They became key reagents for organic chemists who want to combine multiple transformations in one operation. The importance of organometallic compounds of zinc can be seen in the growing number of their applications in synthesis. They are used in many reactions such as substitutions, additions to carbonyl compounds and unsaturated systems, cyclopropanations, and polymerizations. Furthermore, as a result of their low reactivity, they tolerate a wide variety of functionalities and perform most of the transformations with high regio‐ and enantioselectivity. After spending more than half a century in the shade of Grignard and organolithium reagents, organozinc reagents are becoming more and more important in modern chemistry.

show abstract

Organozinc Compounds in Synthesis

Cited by 83 publications

References 384 publications

Zinc Alkyls, Edward Frankland, and the Beginnings of Main-Group Organometallic Chemistry

Zinc Alkyls, Edward Frankland, and the Beginnings of Main-Group Organometallic Chemistry

Synthesis and catalytic activity of three-coordinate zinc cations

Zinc: Organometallic ChemistryBased in part on the article Zinc: Organometallic Chemistry by Gerard Parkin which appeared in theEncyclopedia of Inorganic Chemistry, First Edition.

Contact Info

Product

Resources

About