Diruthenium Complex Catalyst for Selective Hydrogenation

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Solution Overview

Problem

Current homogeneous metal-organic complex catalysts are not sufficiently effective for industrial applications, particularly in terms of catalytic reactivity and selectivity, due to the influence of central metal ions and coordinated backbone ligands, which limits their efficiency in processes like hydrogenation and redox reactions.

Innovation Solution

A 4,4′-divinylazoarylene-bridged diruthenium complex with Ru(CO)(2-mercaptoquinolato)(PiPr3)2 moieties is developed, which acts as a catalyst, featuring a six-coordinated, octahedral structure and high yields, achieved through the substitution of chloro ligands with deprotonated 2-mercaptoquinoline, enhancing catalytic effectiveness by reducing time and temperature requirements.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional homogeneous metal-organic complex catalysts are used, then the catalytic process can proceed, but the catalytic reactivity and selectivity are insufficient for industrial applications

Engineering Contradiction:
Improvecatalytic effectivenessVSAvoidcatalytic reactivity
Core Design Contradiction:
ReliabilityVSProductivity

Solution Approach 1:

The patent changes the fundamental parameters of the catalyst by transitioning from mononuclear to dinuclear ruthenium complexes, and from weakly coupled to strongly coupled electronic structures. This is achieved by modifying the bridging ligand system to enhance electronic communication between metal centers, thereby simultaneously improving both catalytic effectiveness and reactivity through parameter optimization at the molecular level

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates composite catalyst systems by combining multiple ruthenium centers with specifically designed organic bridging ligands (such as pyridine, phenanthroline, or bipyridine derivatives). This composite structure integrates the advantages of multiple metal centers for enhanced activity with the stability provided by the coordinated organic framework, achieving both high catalytic effectiveness and productivity

Inventive Principle:
Principle #40Composite materials

2Manufacturing precision

If the central metal ion and coordinated backbone ligands are optimized for selectivity, then chemoselectivity improves, but the catalytic reactivity may be limited

Engineering Contradiction:
ImprovechemoselectivityVSAvoidcatalytic reactivity
Core Design Contradiction:
Manufacturing precisionVSProductivity

Solution Approach 1:

The catalyst is segmented into distinct functional components: ruthenium centers responsible for catalytic activity and bridging ligands responsible for electronic coupling and stability. This segmentation allows independent optimization of each component - the ruthenium centers provide high chemoselectivity while the bridging ligand system enhances overall reactivity through electronic communication, resolving the trade-off between selectivity and productivity

Inventive Principle:
Principle #1Segmentation

Applied Scientific Principles

This section explains which scientific principles are used to turn an abstract innovation direction into a practical engineering solution.

Function Achieved in This Case

The complex exhibits improved catalytic effectiveness, demonstrated by selective hydrogenation of α,β-unsaturated ketones, strong polyelectrochromic behavior, and negligible communication between ruthenium-alkenyl moieties, achieving high chemoselectivity and efficiency in catalytic processes.

Implementation Method 1

The present disclosure relates to the compound that is a 4,4′-divinylazoarylene-bridged diruthenium complex bearing two Ru(CO)(2-mercaptoquinolato)(PiPr3)2 moieties, its synthesis, and its use as a catalyst

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

selective hydrogenation of α,β-unsaturated ketone giving the corresponding saturated ketone

Methodology Applied
Scientific EffectHydrogenation: Hydrogenation

Implementation Method 3

revealed to exhibit two consecutive, chemically and electrochemically, well-behaved, reversible one-electron oxidations at well-accessible potentials

Methodology Applied
Scientific EffectRedox reactions: Redox Reactions

Data Source

PatentUS11975312B1Selective hydrogenation catalyst of α,β-unsaturated ketone using electronically weakly coupled 4,4′-divinylazoarylene-bridged diruthenium complex bearing two Ru(CO)(2-mercaptoquinolato)(P<sup>i</sup>Pr<sub>3</sub>)<sub>2 </sub>moieties
Publication Date: 2024.05.07 KING FAISAL UNIV
  • US11975312B1 patent drawing
  • US11975312B1 patent drawing
  • US11975312B1 patent drawing

AI summary

A 4,4′-divinylazoarylene-bridged diruthenium complex bearing two Ru(CO)(2-mercaptoquinolato)(PiPr3)2 moieties, its synthesis, and its use as a catalyst.