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Zirconium-catalyzed methylalumination of heterosubstituted arylethynes: Factors affecting the regio-, stereo-, and chemoselectivities
- Source :
-
Journal of Organometallic Chemistry . Oct2007, Vol. 692 Issue 21, p4731-4736. 6p. - Publication Year :
- 2007
-
Abstract
- Abstract: The Zr-catalyzed methylalumination of heterosubstituted arylethynes containing O, S, Cl, and Si can proceed in high yields (>70%) and in a highly regio- and stereoselective manner (⩾98–99%), although SO2Ph, Br, and Cl in a benzylic position present serious chemoselectivity-related problems. The low regioselectivity of 60% initially observed with o-ethynylphenol (1a) has been elevated to ⩾98% through the use of either a catalytic amount of Zr(ebi)Cl2 or Zr(2-Me-Ind)2Cl2 or, more conveniently, the stoichiometric amount of ZrCp2Cl2, ZrCp2MeCl, or ZrCp2Me2 in conjunction with the use of a deficient amount (0.9molar equiv.) of I2 for subsequent iodinolysis. [Copyright &y& Elsevier]
- Subjects :
- *HYDROGEN-ion concentration
*ACIDITY function
*BUFFER solutions
*SOIL acidity
Subjects
Details
- Language :
- English
- ISSN :
- 0022328X
- Volume :
- 692
- Issue :
- 21
- Database :
- Academic Search Index
- Journal :
- Journal of Organometallic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 26578030
- Full Text :
- https://doi.org/10.1016/j.jorganchem.2007.05.052