Stretching the P-C Bond. Variations on Carbenes and Phosphanes.

ABSTRACT: The stability and the structure of adducts formed between four substituted phosphanes (PX₃, X:H, F, Cl, and NMe₂) and 11 different carbenes have been investigated by DFT calculations. In most cases, the structure of the adducts depends strongly on the stability of the carbene itself, exhibiting a linear correlation with the increasing dissociation energy of the adduct. Carbenes of low stability form phosphorus ylides (F), which can be described as phosphane → carbene adducts supported with some back-bonding. The most stable carbenes, which have high energy lone pair, do not form stable F-type structures but carbene → phosphane adducts (E-type structure), utilizing the low-lying lowest unoccupied molecular orbital (LUMO) of the phosphane (with elec

SUBMITTER: Buzsaki D 

PROVIDER: S-EPMC7307921 | biostudies-literature | 2020 Apr

REPOSITORIES: biostudies-literature