Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: Tricyclohexylphosphonium tetrafluoroborate, is researched, Molecular C18H34BF4P, CAS is 58656-04-5, about Investigations on the Suzuki-Miyaura and Negishi Couplings with Alkenyl Phosphates: Application to the Synthesis of 1,1-Disubstituted Alkenes.Electric Literature of C18H34BF4P.
The development of versatile Suzuki-Miyaura and Negishi cross-couplings with nonactivated alkenyl phosphates and aromatic boronic acids or organozinc reagents was achieved in acceptable to good yields. A series of 1,1-disubstituted alkenes were synthesized using a combination of either Ni(COD)2/Cy3P/K3PO4 or Pd2dba3/DPPF in THF. E.g., Ni-catalyzed Suzuki-Miyaura cross-coupling of CH2:CMeOP(O)(OPh)2 and (HO)2BC6H4Ph-4 gave 98% CH2:CMeC6H4Ph-4. When working with alkenyl electrophiles in metal-catalyzed cross-couplings, this method lends itself as a less costly and more stable alternative to the corresponding triflate or nonaflate derivatives In addition, initial studies are presented regarding an efficient 1,2-migration under Negishi coupling conditions.
《Investigations on the Suzuki-Miyaura and Negishi Couplings with Alkenyl Phosphates: Application to the Synthesis of 1,1-Disubstituted Alkenes》 provides a strategy for the preparation of materials with excellent comprehensive properties, which is conducive to broaden the application field of this compound(Tricyclohexylphosphonium tetrafluoroborate)Electric Literature of C18H34BF4P.
Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem