794139

(η⁵ -Cyclopentadienyl)[N,N-dimethyl-Ν′-(2-pyridinylmethylidene)propane-1,3-diamine]ruthenium hexafluorophosphate

• Synonym(s): Herzon Reductive Hydration Catalyst
• Empirical Formula (Hill Notation): C₁₆H₂₂F₆N₃PRu
• CAS Number: 1603164-23-3
• Molecular Weight: 502.40
• UNSPSC Code: 12161600
• PubChem Substance ID: 329768426
• NACRES: NA.22

Properties

• form: powder
• reaction suitability: core: ruthenium; reagent type: catalyst
• mp: >180 °C
• SMILES string: CN(C)CCC/N=C/C1=NC=CC=C1.F[P-](F)(F)(F)(F)F.[C]2[C][C][C][C]2.[Ru+]
• InChI: 1S/C11H17N3.C5H5.F6P.Ru/c1-14(2)9-5-7-12-10-11-6-3-4-8-13-11;1-2-4-5-3-1;1-7(2,3,4,5)6;/h3-4,6,8,10H,5,7,9H2,1-2H3;1-5H;;/q;;-1;+1/b12-10+;;;
• InChI key: KUSUXOOKLDLSSI-AKMNYRKMSA-N

Description

General description

(η⁵ -Cyclopentadienyl)[N,N-dimethyl-N′-(2-pyridinylmethylidene)propane-1,3-diamine]ruthenium hexafluorophosphate is also referred to as Herzon reductive hydration catalyst. Herzon reductive hydration catalyst is a half-sandwich ruthenium complex. It is a tridentate nitrogen-based ligand containing a hemilabile 3-(dimethylamino)propyl group. It participates in the conversion of terminal alkynes to linear alcohols.

Application

Catalyst mediates the transformation of alkynes to alcohols through an anti-Markovnikov addition. This reaction occurs at room temperature with the use of formic acid to assist in the reduction of the intermediate aldehyde to the corresponding alcohol.

Other Notes

A Highly Active and Air-Stable Ruthenium Complex for the Ambient Temperature Anti-Markovnikov Reductive Hydration of Terminal Alkynes

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable