MEDIA EFFECTS IN DIRECTED ORTHO-METALATION

Authors
SLOCUM DW REED D JACKSON F FRIESEN C
Citation
Dw. Slocum et al., MEDIA EFFECTS IN DIRECTED ORTHO-METALATION, Journal of organometallic chemistry, 512(1-2), 1996, pp. 265-267
Citations number
19
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear
Journal title
Journal of organometallic chemistry → ACNP
ISSN journal
0022328X
Volume
512
Issue
1-2
Year of publication
1996
Pages
265 - 267
Database
ISI
SICI code
0022-328X(1996)512:1-2<265:MEIDO>2.0.ZU;2-M
Abstract
Rates and extents of directed ortho metalation (DoM) of anisole and p- methylanisole (p-MA) with n-BuLi have been measured in THF/n-hexane. A bout a 14% (v/v) solution of THF in the hydrocarbon provides an extent of metalation which exceeds that in neat THF at the same concentratio n. Impressive regioselectivity results from the DoM of p-MA in this so lvent system; virtually no metalation of the lateral methyl group occu rs.