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Methoxyphosphinidene and Isomeric Methylphosphinidene Oxide.
Xianxu Chu1, Yang Yang1, Bo Lu1
1College of Chemistry, Chemical Engineering and Materials Science , Soochow University , Suzhou 215123 , China.
Journal of the American Chemical Society
|October 11, 2018
Summary
Researchers generated a rare oxyphosphinidene (Me-OP) and observed its isomerization to methylphosphinidene oxide (Me-PO). This study also identified a nitrene intermediate using advanced spectroscopic methods.
Area of Science:
- Organophosphorus chemistry
- Photochemistry
- Matrix isolation spectroscopy
Background:
- Oxyphosphinidenes are reactive phosphorus species with limited experimental data.
- The synthesis and characterization of transient phosphorus compounds are challenging.
Purpose of the Study:
- To generate and characterize rare oxyphosphinidene (Me-OP) and methylphosphinidene oxide (Me-PO).
- To investigate the isomerization pathway between Me-OP and Me-PO.
- To identify and characterize a nitrene intermediate in organophosphorus chemistry.
Main Methods:
- Photolysis (266 nm and 193 nm) of methoxydiazidophosphine and methylphosphoryl diazide.
- Flash-vacuum pyrolysis (FVP) at 700 °C.
- Matrix isolation in Ne and N2 at cryogenic temperatures.
- Infrared (IR) and Electron Paramagnetic Resonance (EPR) spectroscopy with 15N-labeling.
Main Results:
- Generation of triplet ground state Me-OP from MeOP(N3)2 via photolysis or FVP.
- Observation of unprecedented Me-OP to Me-PO isomerization upon 193 nm irradiation in cryogenic matrices.
- Efficient generation of Me-PO from MeP(O)(N3)2 via photolysis or FVP.
- Detection of the elusive nitrene intermediate MeP(O)(N3)N in the triplet ground state by IR and EPR spectroscopy.
Conclusions:
- The study successfully generated and characterized transient phosphorus species Me-OP and Me-PO.
- A novel isomerization pathway between these species was discovered.
- The nitrene intermediate provides new insights into reaction mechanisms involving phosphorus compounds.
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