Organoboron compounds preparative methods

A large number of different types of organoaluminum compounds, either difficult or impossible to prepare by the usual methods, may be made by alkyl exchange with the more readily prepared organoboron compounds. In addition to trialkyl alanes (133) it is possible to obtain in this way cyclopropylalanes (28), halogenated alkyl alanes (27), and various organoaluminum heterocycles (135, 1S6), e.g.,... 

Two further methods of preparing organoboron compounds have been the subject of fairly recent detailed study, namely, reaction of boron halides with hydrocarbons and addition of boron hydrides to olefins. For instance, arylboron dihalides are formed when boron trihalides are heated with aromatic hydrocarbons, aluminum chloride, and aluminum powder,217 and phenyl-boron dibromide has been prepared analogously.218 Further, boron halides such as diboron tetrachloride and tetrafluoride add to olefins, yielding bis-(dichloroboryl) and bis(difluoroboryl) compounds 219... 

Boronic acids and boronate esters serve a myriad of purposes, and the discovery of the Suzuki-Miyaura reaction facilitated the widespread interest and application of organoboron compounds. This palladium-catalyzed C-C bond forming reaction initiated renewed interest in the preparation of diversely functionalized boronic acids that would lead to valuable products. From this synthetic standpoint, Suzuki coupling reactions have been employed in the production of natural products and the preparation of materials of interest. " The search for interesting starting materials for the Suzuki reaction produced a series of methods to prepare boronic acids so these species could be exploited in further applications. These compounds... 

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