Chemistry - A European Journal
Chemistry - A European Journal
5 years ago

The Chemistry of 1-Acylphosphirane Complexes: A Phosphorus Analogue of the Cloke–Wilson Rearrangement

The Chemistry of 1-Acylphosphirane Complexes: A Phosphorus Analogue of the Cloke–Wilson Rearrangement
Zheng Duan, Chunli Zhang, Chenguang Liu, François Mathey, Yang Xu, Rongqiang Tian
The stabilization of a phosphirane ring by complexation to tungsten pentacarbonyl allows the emergence of the Cloke–Wilson rearrangement in 1-acylphosphirane complexes around 130 °C. Contrary to the cyclopropane case, this transformation of the 1-acylphosphirane to the 1,3-oxaphosphol-3-ene complexes is reversible. It is favored by a 2-phenyl, and even a 2-vinyl substitution. The 1,3-oxaphosphol-3-ene complexes are trapped by conjugated dienes. The stabilization of a phosphirane ring by complexation to tungsten pentacarbonyl allows the emergence of the Cloke–Wilson rearrangement in 1-acylphosphirane complexes around 130 °C. Contrary to the cyclopropane case, this transformation of the 1-acylphosphirane to the 1,3-oxaphosphol-3-ene complexes is reversible. It is favored by a 2-phenyl and, even more, a 2-vinyl substitution. The 1,3-oxaphosphol-3-ene complexes are trapped by conjugated dienes.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/chem.201702722

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