Synthesis of alkyl tetraphosphonates: First example of nickel catalyst for H-phosphonates addition to diynes

Recent Advances in H-Phosphonate Chemistry. Part 2. Synthesis of C-Phosphonate Derivatives

“…In these instances, Ni-and Pd-based catalysts are commonly used [184][185][186][187]. Chemical, stereochemical, and mechanistic aspects of these reactions, along with studies on the development of new catalysts, have been thoroughly covered in a recent review by Tanaka [188]; they are not the subject of this survey.…”

Development of new methods in modern selective organic synthesis: preparation of functionalized molecules with atomic precision

“…The Ni(acac) 2 7dppe-based catalyst, which showed high efficiency in the hydrophosphorylation of hept-1-yne, 203 proved to be inefficient for hepta-1,6-diyne. 209 Evidently, the substantially lower reactivity of diynes compared to alkynes is due to the presence of the second triple bond in the molecule; however, the cause of this unexpected phenomenon is still unclear.…”

“…209 The Ni(acac) 2 7DIBAL catalytic system described above 207 provided the formation of alkyltetraphosphonates 21 upon the addition of H-phosphonates of different nature to diynes. The products were obtained in good (up to 91%) yields.…”

Synthesis and Characterization of New Pyrospirophosphoranes Containing a P-O-P Bond by the Atherton-Todd Reaction

“…With three chiral centers and enough chemical stability, AA‐HSP appears as an ideal pentacoordinate phosphorane model to study the stereochemistry of pentacoordinate phosphorus compounds. Furthermore, they are active enough to be precursors for organic synthesis, which increases the chemical diversity in phosphorane chemistry .…”