Unusual Diboration of Allenes Catalyzed by Palladium Complexes and Organic Iodides:  A New Efficient Route to Biboronic Compounds

Gold(0) Nanoparticles for Selective Catalytic Diboration

“…It should be noted that if diboration occurs by the oxidative addition of diborons to Au 0 , product B should not be observed. In agreement with this transmetalation pathway, similar trends were found by Cheng et al for the Pd 0 -mediated diboration of allenes [29] and by Oshima et al for the b-boration of esters and amides. [30] Morken et al [31] on the other hand, described some crossover experiments that suggested that allene diboration could be initiated by the oxidative addition of diboron to Pd 0 .…”

Recent applications of the Suzuki–Miyaura cross-coupling reaction in organic synthesis

“…Cheng and co-workers 22 have demonstrated the first phosphine-free Pd-complexes together with an alkenyl or aryl iodide as a very efficient catalyst for 1,2-diboronation of allenes such as 8 (Scheme 8). This reaction is highly regioand stereoselective.…”

Multifaceted Palladium Catalysts Towards the Tandem Diboration–Arylation Reactions of Alkenes

“…We became interested in finding a unique catalytic system that could perform both sequences, and we focused on Pd complexes. While palladium catalytic systems were shown to be efficient in the diboration of allenes [5] and the borylative cyclisation of 1,6-enynes, [6] the diboration of alkenes was first achieved by our group when the base NaOAc was involved in the reaction. [7] It has been postulated that the base plays a role in the cleavage of diboron to afford metal-boryl intermediates in the catalytic cycle, instead of the unfavourable palladium-diboryl species expected by the oxidative addition of B À B to Pd.…”