𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Homogeneous catalytic transfer-hydrogenation of α,β-unsaturated carbonyl compounds by dichlorotris(triphenylphosphine)ruthenium (II)

✍ Scribed by Yoel Sasson; Jochanan Blum

Publisher
Elsevier Science
Year
1971
Tongue
French
Weight
185 KB
Volume
12
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis

Dichlorotris(triphenylphosphine)ruthenium (II), RuC12(PPh3)3, is well known for its ability to catalyze hydrogen transfer in several organic reactions l-10 . We now wish to report the application of this effect to the selective transfer-hydrogenation of a&unsaturated carbonyl compounds. A mixture of 1.46 g (10m2 mole) 1-phenyl-1-buten-S-one (bentalacetone), 1.08 g (10 -2 mole) bentyl alcohol and 19 mg (2 x lo-' mole) RuC12(PPh3)3 was heated under nitrogen at 200' for 2 hr. By vpc (on a 5 m x 6.4 mm column packed with 10% DEC.5 on Chrom. W, at 190') the reaction mixture was found to consist of 1-phenylbutan-3-one (92%) and benzaldehyde (90%). Dn a larger scale (10 g) , the products were isolated, in similar yields, by fractional distillation.

📜 SIMILAR VOLUMES

Isomerization of Propargylic Alcohols in
Isomerization of Propargylic Alcohols into α,β-Unsaturated Carbonyl Compounds Catalyzed by the Sixteen-Electron Allyl-Ruthenium(II) Complex [Ru(η3-2-C3H4Me)(CO)(dppf)][SbF6]
✍ Victorio Cadierno; Sergio E. García-Garrido; José Gimeno 📂 Article 📅 2006 🏛 John Wiley and Sons 🌐 English ⚖ 180 KB 👁 1 views

## Abstract The 16‐e^−^ (η^3^‐allyl)‐ruthenium(II) complex [Ru(η^3^‐2‐C~3~H~4~Me)(CO)(dppf)][SbF~6~] is an efficient catalyst for the regioselective isomerization of terminal propargylic alcohols HCCCR^1^R^2^(OH) into α,β‐unsaturated aldehydes R^1^R^2^CCHCHO or ketones R^3^R^4^CC(R^1^)COMe (if R