Homoleptic Dinuclear Palladium Catalyst for Room Temperature Cross Coupling

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Solution Overview

Problem

Current homogeneous metal-organic complex catalysts for cross-coupling reactions require high energy and time, and there is a need for novel catalysts that can operate at room temperature with reduced reaction time and lower costs.

Innovation Solution

Development of modified homogeneous dinuclear transition-metal-organic frameworks, specifically a homoleptic dinuclear palladium (II) complex formed from a novel diisatin succinyldihydrazone ligand, which is synthesized and characterized using specific spectroscopic and elemental analysis methods, and used as a catalyst for Suzuki-Miyaura C-C cross coupling reactions.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If conventional homogeneous metal-organic complex catalysts are used for cross-coupling reactions, then catalytic activity is achieved, but high energy and long reaction time are required

Engineering Contradiction:
Improvereaction timeVSAvoidenergy consumption
Core Design Contradiction:
ProductivityVSUse of energy by moving object

Solution Approach 1:

The patent changes the structural parameters of the catalyst by transitioning from mononuclear to dinuclear palladium complexes with specifically designed diisatin succinyldihydrazone ligands. This structural parameter change enables the reaction to proceed at room temperature with reduced reaction time, directly resolving the contradiction between productivity and energy consumption

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite catalyst systems by combining two palladium centers with diisatin succinyldihydrazone ligands in a dinuclear framework. This composite structure enhances catalytic efficiency compared to conventional mononuclear complexes, allowing reactions to proceed under milder conditions with lower energy input while maintaining high productivity

Inventive Principle:
Principle #40Composite materials

2Productivity

If conventional homogeneous catalysts are used, then cross-coupling reactions proceed, but high catalyst load and long reaction time are required

Engineering Contradiction:
Improvereaction timeVSAvoidcatalyst load
Core Design Contradiction:
ProductivityVSQuantity of substance

Solution Approach 1:

The patent modifies the catalyst structure from mononuclear to dinuclear configuration, changing the active species parameters. This structural transformation increases the catalytic turnover number, enabling the use of lower catalyst loads (0.5-5 mol%) while achieving high productivity and reduced reaction times

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent merges two palladium centers into a single dinuclear complex framework through diisatin succinyldihydrazone ligands. This merging creates a synergistic effect where the dual metal centers work cooperatively, enhancing catalytic efficiency and reducing the quantity of catalyst needed while maintaining high productivity

Inventive Principle:
Principle #5Merging (Combining)

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 novel catalyst reduces reaction time to a few hours and operates at room temperature, achieving high catalytic efficiency with a lower catalyst load, resulting in high yields of C-C diaryl products, such as 2-phenylpyridine, with a 95% yield in the Suzuki-Miyaura reaction.

Implementation Method 1

a homoleptic dinuclear palladium (II) complex formed from a novel diisatin succinyldihydrazone ligand

Methodology Applied
Scientific EffectCoordination bonding: Chemical Bonding

Implementation Method 2

used as a catalyst for Suzuki-Miyaura C-C cross coupling reactions

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentUS11773124B1Homoliptic dinuclear complexes of palladium (II) with diaroyldihydrazone succinate ligand as highly effective catalyst for cross coupling reactions
Publication Date: 2023.10.03 KING FAISAL UNIV
  • US11773124B1 patent drawing
  • US11773124B1 patent drawing
  • US11773124B1 patent drawing

AI summary

A homoleptic dinuclear palladium (II) complex, a method of using the homoleptic dinuclear palladium (II) complex, and a method of making the homoleptic dinuclear palladium (II) complex are provided. The homoleptic dinuclear palladium (II) complex has improved catalytic effectiveness and increased efficiency resulting in a low loaded amount of the homoleptic dinuclear palladium (II) complex compared to other palladium (II) catalysts.