Biradicaloid and Zwitterion Reactivity of Dicarbondiphosphide Stabilized with N-Heterocyclic Carbenes

作者：Li, Zhongshu^*; Hou, Yuanfeng; Li, Yaqi; Hinz, Alexander^*; Chen, Xiaodan^*

来源：Chemistry - A European Journal, 2018, 24(19): 4849-4855.

DOI：10.1002/chem.201705403

• biradicaloids
• carbenes
• carbon
• phosphorus
• phosphorus heterocycles

Organic biradicals are usually very short lived species under standard laboratory conditions, which makes their experimental studies difficult. In contrast, heteroatom-substituted analogues of these biradicals show enhanced stability due to pi-electron delocalization, which is why main group biradicals (or biradicaloids) of archetypical heterocyclobutanediyls have been thoroughly investigated. Herein, N-heterocyclic carbene (NHC)-stabilized dicarbondiphosphide compounds of the type (L-2)C2P2 (L=NHC) were utilized to activate both single and multiple bonds in small molecules with a feasible concerted mechanism. This reactivity is explicable by considerable biradicaloid character of the dicarbondiphosphide compounds, which is further corroborated by theoretical studies. Furthermore, the dicarbondiphosphide compounds also exhibited Lewis base properties towards Lewis acids, such as borane and metal halides.

• 出版日期2018-4-3
• 单位中山大学; 暨南大学