TY - JOUR
T1 - Benzylic Grignard reagents
T2 - Application of [Mg(anthracene)(thf) 3] (thf = tetrahydrofuran) in regioselective Grignard formation and C-O cleavage in benzyl ethers
AU - Gallagher, Michael J.
AU - Harvey, Stephen
AU - Raston, Colin L.
AU - Sue, Rodney E.
PY - 1988/2/15
Y1 - 1988/2/15
N2 - Benzylic Grignard reagents (2)-(4), bearing ortho- and para-halogeno ring substituents, are readily accessible by treating the corresponding benzylic halide with [Mg(anthracene)(thf)3] (1) in tetrahydrofuran (thf); o- and p-chloromethyl(methoxymethyl)benzenes with (1) rapidly yield 'di-Grignards' whereas the meta-isomer only affords a mono-Grignard' (5), and bis(methoxymethyl)benzenes slowly undergo C-O cleavage, (6).
AB - Benzylic Grignard reagents (2)-(4), bearing ortho- and para-halogeno ring substituents, are readily accessible by treating the corresponding benzylic halide with [Mg(anthracene)(thf)3] (1) in tetrahydrofuran (thf); o- and p-chloromethyl(methoxymethyl)benzenes with (1) rapidly yield 'di-Grignards' whereas the meta-isomer only affords a mono-Grignard' (5), and bis(methoxymethyl)benzenes slowly undergo C-O cleavage, (6).
UR - http://www.scopus.com/inward/record.url?scp=37049075636&partnerID=8YFLogxK
U2 - 10.1039/C39880000289
DO - 10.1039/C39880000289
M3 - Article
SN - 0022-4936
SP - 289
EP - 290
JO - Journal of the Chemical Society, Chemical Communications
JF - Journal of the Chemical Society, Chemical Communications
IS - 4
ER -