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1,1-Diphosphines and divinylphosphines via base catalyzed hydrophosphination
N T Coles1, M F Mahon, R L Webster
1Department of Chemistry, University of Bath, Bath, BA2 7AY, UK. r.l.webster@bath.ac.uk.
Chemical Communications (Cambridge, England)
|August 29, 2018
Summary
Researchers developed a new catalytic method for synthesizing 1,1-diphosphines, crucial ligands in homogeneous catalysis, by reacting terminal alkynes with diphenylphosphine. This breakthrough enables efficient access to these valuable compounds.
Area of Science:
- Organometallic Chemistry
- Catalysis
- Synthetic Organic Chemistry
Background:
- 1,1-diphosphines are valuable ligands in homogeneous catalysis due to their narrow bite angles.
- Catalytic routes to 1,1-diphosphines are scarce, limiting their accessibility.
- Developing efficient synthetic methodologies is crucial for advancing catalytic applications.
Purpose of the Study:
- To establish a novel catalytic hydrophosphination route for the synthesis of 1,1-diphosphines.
- To explore the reaction of terminal alkynes with secondary phosphines.
- To investigate the formation of P,P-divinyl phosphines.
Main Methods:
- Double hydrophosphination of terminal alkynes using diphenylphosphine (HPPh2).
- Catalysis with potassium hexamethyldisilazide (KHMDS).
- Modification of the phosphine reagent to H2PPh to yield P,P-divinyl phosphines.
Main Results:
- Successful synthesis of 1,1-diphosphines via catalytic double hydrophosphination of terminal alkynes.
- Demonstration of KHMDS as an effective catalyst for this transformation.
- Formation of P,P-divinyl phosphines when using H2PPh.
Conclusions:
- A new, efficient catalytic method for synthesizing 1,1-diphosphines has been developed.
- This method provides access to valuable ligands for homogeneous catalysis.
- The study expands the scope of catalytic hydrophosphination reactions.
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