A PREDICATIVE MODEL FOR CERTAIN DIRECTED METALATIONS .1. APPLICATIONSTO THE BEHAVIOR OF ANISOLE

Authors
SLOCUM DW MOON R THOMPSON J COFFEY DS LI JD SLOCUM MG SIEGEL A GAYTONGARCIA R
Citation
Dw. Slocum et al., A PREDICATIVE MODEL FOR CERTAIN DIRECTED METALATIONS .1. APPLICATIONSTO THE BEHAVIOR OF ANISOLE, Tetrahedron letters, 35(3), 1994, pp. 385-388
Citations number
13
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
3
Year of publication
1994
Pages
385 - 388
Database
ISI
SICI code
0040-4039(1994)35:3<385:APMFCD>2.0.ZU;2-Q
Abstract
A model whereby the relative ability of the methoxy group to direct me talations in aromatic systems is described. Evidence is presented for a dramatic acceleration of the rate of metalation of anisole provided by the presence of TMEDA resulting in the largest yield of ortho-metal ation (>95%) heretofore reported. Lastly, significant acceleration of the rate; of metalation of anisole has been found using a catalytic am ount of TMEDA.