Vol 2 No 5

 
Vol . 2, No. 5
Rieke® Organozinc & Organomagnesium Reagents

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Introduction / Rieke® Organozinc Reagents / Rieke® Organomagnesium Reagents
Rieke® Highly Reactive Metals / Rieke® Specialty Conducting Polymers
Aldrich Grignards / Lab Equipment / Reference Books

Now available exclusively from Aldrich!

Organozinc compounds, first prepared by Frankland in 1848,1 are used extensively in organic synthesis today. Interestingly, the choice of preparative route to organozinc reagents of the type RZnX (R=alkyl, aryl; X=halide)2-5 does play an important role in the reactivity and stability of these compounds. Aldrich now offers a comprehensive line of Rieke® Organozinc Reagents that are stable as solutions in tetrahydrofuran. These reagents have different reactivity and selectivity properties than the analogous Grignard Reagents, and are employed in cross-coupling reactions,6-8 Michael additions, and electrophilic amination reactions.9 If you do not see the compound you need, please let us know. Your new product suggestions are always welcome!


References:
  1. Frankland, E. Liebigs Ann. Chem. 1848, 71, 171.
  2. Erdik, E. Organozinc Reagents in Organic Synthesis; CRC Press, Inc.: Boca Raton, FL, 1996; Aldrich Catalog Number Z28,012-7.
  3. Rieke, R. D.; Hanson, M. V. Tetrahedron 1997, 53, 1925.
  4. Hanson, M. V. et al. Tetrahedron Lett. 1994, 35, 7205.
  5. Cintas, P. Activated Metals in Organic Synthesis; CRC Press, Inc.: Boca Raton, FL, 1993; Aldrich Catalog Number Z24,607-7.
  6. Miller, J. A.; Farrell, R. P. Tetrahedron Lett. 1998, 39, 7275.
  7. Zhu, L. et al. J. Org. Chem. 1991, 56, 1445.
  8. Negishi, E. et al. ibid. 1977, 42, 1821.
  9. Velarde-Ortiz, R. et al. Tetrahedron Lett. 1998, 39, 9157.