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Updated: May 10, 2026

Synthesis and Reaction Chemistry of Nanosize Monosodium Titanate
Published on: February 23, 2016
Deoxygenative phosphonation of ketones by titanium
Yuquan Wang1, Kai Yin2, Xiaobo Pang1
1State Key Laboratory of Natural Product Chemistry (SKLAOC), College of Chemistry and Chemical Engineering, Lanzhou University 222 South Tianshui Road Lanzhou 730000 China shuxingzh@lzu.edu.cn.
This study introduces a new method for C(sp3)-P coupling using a titanium complex and manganese powder. This approach efficiently connects ketones with phosphine oxides, advancing synthetic chemistry.
Area of Science:
- Organometallic Chemistry
- Synthetic Organic Chemistry
- Catalysis
Background:
- Tertiary phosphine oxides are crucial in synthetic chemistry and life sciences.
- Developing C(sp3)-P coupling methods is essential but remains challenging.
Purpose of the Study:
- To report a novel deoxygenative C(sp3)-P coupling of ketones with secondary phosphine oxides.
- To establish mild reaction conditions and assess substrate scope and functional group tolerance.
Main Methods:
- Utilized a di-oxo-titanium trichloride complex in conjunction with manganese powder.
- Employed ketones (cyclic and acyclic) and aliphatic aldehydes as carbonyl substrates.
- Reacted substrates with secondary phosphine oxides under mild conditions.
Main Results:
- Successfully achieved deoxygenative C(sp3)-P coupling.
- Demonstrated good compatibility with a wide range of carbonyl substrates.
- Showcased tolerance towards various functional groups including carboxyl, acetal, alkyne, sulfonate, phenol, and alcohol.
Conclusions:
- The developed titanium-catalyzed method provides an accessible route for C(sp3)-P bond formation.
- The reaction's mild conditions and functional group tolerance make it a valuable tool in synthetic chemistry.
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