Abstract
Reaction of 2,3,5-tri-O-benzoyl-β-D-ribofuranosyl bromide (12) with NaCo(dmgH)2py (dmgH = dimethylglyoxime monoanion) in CH3CN was expected to proceed by normal oxidative addition to the carbon-bromine bond to form 2,3,5-tri-O-benzoyl ribofuranosyl cobaloxime (4) with a carbon-cobalt bond in place of the carbon-bromine bond. Instead, the major products, the isomeric (mixture of α- and β-anomers) dimethylglyoxime adducts 1-O-(dimethylglyoximato)-2,3,5-tri-O-benzoyl-D-ribofuranosides (17), were the result of reaction at the oxygen of the dimethylglyoxime ligand rather than at the cobalt.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 2585-2587 |
| Number of pages | 3 |
| Journal | Organometallics |
| Volume | 15 |
| Issue number | 11 |
| State | Published - May 28 1996 |
| Externally published | Yes |
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ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Organic Chemistry
- Inorganic Chemistry
Cite this
Oxidative addition of py(dmgH)2Co-Na+ to a ribofuranosyl bromide : An unusual reaction with the cobaloxime ligand. / Slade, Rachel M.; Branchaud, Bruce.
In: Organometallics, Vol. 15, No. 11, 28.05.1996, p. 2585-2587.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Oxidative addition of py(dmgH)2Co-Na+ to a ribofuranosyl bromide
T2 - An unusual reaction with the cobaloxime ligand
AU - Slade, Rachel M.
AU - Branchaud, Bruce
PY - 1996/5/28
Y1 - 1996/5/28
N2 - Reaction of 2,3,5-tri-O-benzoyl-β-D-ribofuranosyl bromide (12) with NaCo(dmgH)2py (dmgH = dimethylglyoxime monoanion) in CH3CN was expected to proceed by normal oxidative addition to the carbon-bromine bond to form 2,3,5-tri-O-benzoyl ribofuranosyl cobaloxime (4) with a carbon-cobalt bond in place of the carbon-bromine bond. Instead, the major products, the isomeric (mixture of α- and β-anomers) dimethylglyoxime adducts 1-O-(dimethylglyoximato)-2,3,5-tri-O-benzoyl-D-ribofuranosides (17), were the result of reaction at the oxygen of the dimethylglyoxime ligand rather than at the cobalt.
AB - Reaction of 2,3,5-tri-O-benzoyl-β-D-ribofuranosyl bromide (12) with NaCo(dmgH)2py (dmgH = dimethylglyoxime monoanion) in CH3CN was expected to proceed by normal oxidative addition to the carbon-bromine bond to form 2,3,5-tri-O-benzoyl ribofuranosyl cobaloxime (4) with a carbon-cobalt bond in place of the carbon-bromine bond. Instead, the major products, the isomeric (mixture of α- and β-anomers) dimethylglyoxime adducts 1-O-(dimethylglyoximato)-2,3,5-tri-O-benzoyl-D-ribofuranosides (17), were the result of reaction at the oxygen of the dimethylglyoxime ligand rather than at the cobalt.
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UR - http://www.scopus.com/inward/citedby.url?scp=0343463848&partnerID=8YFLogxK
M3 - Article
VL - 15
SP - 2585
EP - 2587
JO - Organometallics
JF - Organometallics
SN - 0276-7333
IS - 11
ER -