TY - JOUR
T1 - Polymer supported magnesium anthracene
T2 - application in the synthesis of benzylic Grignard reagents
AU - van der Ancker, Tania R.
AU - Harvey, Steven
AU - Raston, Colin L.
PY - 1995/10/18
Y1 - 1995/10/18
N2 - Reactions of polystyrene supported magnesium anthracene containing radical anion and dianion sites, 7, 7′, with benzylic chlorides or bromides, affords Grignard reagents, RMgX, in modest to high yields, in THF at -10°C to 20°C. Novel benzylic-type Grignard reagents prepared in high yield include those of 2,6-(dichloromethyl)pyridine, 2,6-(dibromomethyl)pyridine, 2,2′2″-trispyridylmethylchloride, 2-methoxy-3-methyl-1-benzychloride, 2,4-dimethoxy-5-methyl-1-benzylchloride, 3,5-dimethoxy-4-benzylchloride, 2,4,6-trimethoxy-3-methyl-1-benzylchloride, and 2,5-dimethoxybenzylchloride. Selected allylic halides similarly yield Grignard reagents.
AB - Reactions of polystyrene supported magnesium anthracene containing radical anion and dianion sites, 7, 7′, with benzylic chlorides or bromides, affords Grignard reagents, RMgX, in modest to high yields, in THF at -10°C to 20°C. Novel benzylic-type Grignard reagents prepared in high yield include those of 2,6-(dichloromethyl)pyridine, 2,6-(dibromomethyl)pyridine, 2,2′2″-trispyridylmethylchloride, 2-methoxy-3-methyl-1-benzychloride, 2,4-dimethoxy-5-methyl-1-benzylchloride, 3,5-dimethoxy-4-benzylchloride, 2,4,6-trimethoxy-3-methyl-1-benzylchloride, and 2,5-dimethoxybenzylchloride. Selected allylic halides similarly yield Grignard reagents.
KW - Anthracene
KW - Benzylic halide
KW - Grignard Reagent
KW - Magnesium
KW - Polymer
KW - Styrene
UR - http://www.scopus.com/inward/record.url?scp=0011212685&partnerID=8YFLogxK
U2 - 10.1016/0022-328X(95)05688-L
DO - 10.1016/0022-328X(95)05688-L
M3 - Article
AN - SCOPUS:0011212685
SN - 0022-328X
VL - 502
SP - 35
EP - 46
JO - JOURNAL OF ORGANOMETALLIC CHEMISTRY
JF - JOURNAL OF ORGANOMETALLIC CHEMISTRY
IS - 1-2
ER -