Addressing the Nature of Phosphinidene Sulfides via the Synthesis of P-S Heterocycles

作者：Graham Cameron M. E.; Macdonald Charles L. B.; Boyle Paul D.; Wisner James A.; Ragogna Paul J.^*

来源：Chemistry - A European Journal, 2018, 24(3): 743-749.

DOI：10.1002/chem.201705198

• cycloaddition
• heterocycles
• phosphorus
• sulfides
• sulfur

The phosphorus-sulfur heterocycles 1,2-thiaphosphetenes and phosphirene sulfides have been prepared, and represent the first structurally characterized derivatives for either class of compound. These strained P-S ring systems are formed by the reaction of a phosphinidene sulfide and alkyne. Using an internal alkyne, only the 3-membered P-V, phosphirene sulfide was produced, whereas a terminal alkyne yielded a mixture of phosphirene sulfide and 1,2-thiaphosphetene (P-III). Detailed computational analysis revealed that for numerous derivatives of alkynes, the corresponding 4-membered rings are always more stable than the 3-membered isomers. The electronic nature of "free" phosphinidene sulfides (R-P=S) is discussed based on computational results.

• 出版日期2018-1-12