CCLXXX.—Studies of the boron–carbon linkage. Part I. The oxidation and nitration of phenylboric acid

Copper-catalyzed sodium tetraphenylborate, triphenylborane, diphenylborinic acid and phenylboronic acid decomposition kinetic studies in aqueous alkaline solutions

“…Phenylboronic acid underwent extensive hydrolysis at lower pH's in this temperature range. These results agree with the observations of Ainley and Challenger who found that phenylboronic acid appears unchanged after 20 h boiling with 5 wt % aqueous sodium hydroxide [38]. Kuivila and coworkers published a series of investigations on both the protodeboronation [39] and metal ion catalysis protodeboronation [40] of phenylboronic acid (i.e., an 'areneboronic acid').…”

Simple preparation of aryltributylstannanes and its application to one-pot synthesis of diaryl ketones

“…Thus, product 2a undergoes iododestannylation to give iodobenzene; by comparison, starting material 1a does not undergo iododeboronation in the absence of base. 7 The amount of 2a can be estimated by the determination of iodobenzene employing GC analysis. Various conditions were screened, and the results are summarized in Table 1.…”

Cross‐Coupling Reactions of Organoboron Compounds with Organic Halides

“…The reaction takes place directly from cis-12, and trans-12 reacts after its isomerization to the corresponding cis-complex (Schemes 2-13 and [2][3][4][5][6][7][8][9][10][11][12][13][14]. The order of reactivity of the palladium(I1) species is diaryl-> (alky1)aryl-> dipropyl-> diethyl-> [401.…”

“…In contrast, the cross-coupling reaction with certain electrophiles, such as allylic acetates [45], 1,3-butadiene monoxide [49], and propargyl carbonates [SO], occurs under neutral conditions without any assistance from a base. The transmetallation of organoboron compounds with palladium halides under basic or neutral conditions can be considered to involve three routes, 1, 2, and 3 (2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15)(16)(17)(18)(19)(20)below).…”