Phosphine-Directed C-H Borylation Reactions: Facile and Selective Access to Ambiphilic Phosphine Boronate Esters
Phosphine-Directed C-H Borylation Reactions: Facile and Selective Access to Ambiphilic Phosphine Boronate Esters
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DOI：
10.1002/anie.201402868
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发表时间：
2014-07-14
影响因子：
16.6
通讯作者：
Clark, Timothy B.
中科院分区：
文献类型：
--
作者：
Crawford, Kristina M.;Ramseyer, Timothy R.;Clark, Timothy B.
在过去的二十年里，由于其作为有机催化剂和配体的独特反应性，两亲性配体受到了相当大的关注。描述了铱催化的膦的C-H硼基化，其中膦用作导向基团以提供具有独特的两亲性化合物骨架的芳基硼酸酯的选择性形成。使各种芳基和苄基膦经受反应条件，在保护膦作为硼烷络合物时选择性地提供稳定的、可分离的硼酸酯。纯化后，膦取代的硼酸酯可以脱保护并以纯的形式分离。
Ambiphilic ligands have received considerable attention over the last two decades due to their unique reactivity as organocatalysts and ligands. The iridium-catalyzed C-H borylation of phosphines is described in which the phosphine is used as a directing group to provide selective formation of arylboronate esters with unique scaffolds of ambiphilic compounds. A variety of aryl and benzylic phosphines were subjected to the reaction conditions, selectively providing stable, isolable boronate esters upon protection of the phosphine as the borane complex. After purification, the phosphine-substituted boronate esters could be deprotected and isolated in pure form.