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Metal-Assisted Cycloaddition Reactions in Organotransition Metal Chemistry

Carbene-Like Chemistry of Phosphinidene Complexes − Reactions, Applications, and Mechanistic Insights

Photolytic Ring-Opening Polymerization of Phosphorus-Bridged [1]Ferrocenophane Coordinating to an Organometallic Fragment

Electrophilic “Fischer Type” Phosphinidene Complexes of Molybdenum, Tungsten, and Ruthenium

The thermal formal [1,3]-sigmatropic shift of allyl aryl ethers has been studied in depth experimentally with the aid of the density functional theory (DFT) calculations of the B3LYP function. Three mechanistic possibilities, referred to as the radical, ionic, and concerted mechanisms, have previously been put forth to explain the thermal [1,3]-rearrangement process. However, the intercrossing and radical trapping experiments indicate the rearrangement is an intramolecular process. The computational studies reveal that the concerted C[1,3]-sigmatropic shift suffered from a higher energetic barrier to allow the rearrangement to proceed under the conditions used. However, a tandem O[1,3]-sigmatropic shift with a configuration inversion of the oxygen atom and [3,3]-sigmatropic shift (the Claisen rearrangement) is the most likely pathway for the formal [1,3] rearrangement. Furthermore, the rearrangement experiments with a designed optically active substrate and O[1,3]-sigmatropic shift examples verify the new...

Mechanistic insight into the formal [1,3]-migration in the thermal Claisen rearrangement.

Reaction of the carbene-like terminal phosphinidene completx Ph-P-W(CO) 5 with 1-methoxy-1,3,-cyclohexadiene yields in high stereoselectivity a 1,2-addition product, phosphirane 4. Under the reaction conditions 4 subsequently rearranges to a 1,4-adduct, phospholene 6. The [1,3]-sigmatropic shift of the Ph-W-W(CO) 5 group occurs with complete inversion of the sterically crowded P-center.

Pooran Chand

Papers

Addition of a terminal phosphinidene complex to a conjugated diene. Thermal rearrangement of a vinylphosphirane to a 1,4-adduct

The reactivity of a terminal phosphinidene complex toward styrenes

Olefin reactivities toward the ph-p-w(co)5 phosphinidene

Addition of a terminal phosphinidene complex to norbornadiene

Addition of a Terminal Phosphinidene Complex to a Conjugated Diene. Thermal Rearrangement of a Vinylphosphirane to a 1,4-Adduct.