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有机硼化合物在合成化学、材料科学、生命健康等领域都有广泛应用,因此有机硼化合物的合成一直是研究热点.目前,催化C—B键形成反应通常使用联硼酸频哪醇酯(B2Pin2)、频哪醇硼烷(HBPin)、儿茶酚硼烷(HBCat)等作为硼试剂.相比于传统的硼试剂,硼烷与胺、膦或N-杂环卡宾等强Lewis碱的加合物(统称为稳定硼烷加合物)具有易于合成、稳定性高、易操作等特点,其作为硼试剂参与的有机硼化合物的合成最近受到越来越多的关注,已被成功用于烯(炔)烃的硼氢化、C—H键硼化、卡宾对B—H键的插入、硼自由基串联环化、取代等反应中,为有机硼化合物的合成提供了新的思路和方法.以反应类型为线索,系统综述了稳定硼烷加合物在有机硼化物合成中的应用研究进展.
Organic boron compounds have been widely used in the fields of synthetic chemistry, materials science and life and health, so the synthesis of organoboron compounds has been a hotspot.Currently, the reaction of forming C-B bonds catalyzes the formation of bis (pinacolato) diboron (B2Pin2) , Pinacolborane (HBPin), catecholborane (HBCat), etc. as a boron reagent.Compared with the traditional boron reagent, borane and amine, phosphine or N-heterocyclic carbene and other strong Lewis base addition (Collectively referred to as stable borane adducts) are characterized by their ease of synthesis, high stability, and ease of handling. Recently, their interest in the synthesis of organoboron compounds that participate as boron reagents has drawn increasing attention and has been successfully used in the production of olefins (Alkyne) hydroboronation, C-H bond boronization, Carbabine B-H bond insertion, boron radical cyclization, substitution and other reactions, for the synthesis of organic boron compounds provides a new way of thinking and methods. Taking the reaction type as a clue, the research progress of the application of stable borane adduct in the synthesis of organoboron was reviewed systematically.