Institut Parisien de Chimie Moléculaire (UMR CNRS 7201) UPMC Univ Paris 06, 4 place Jussieu, C. 229, 75005, Paris, France.
Org Biomol Chem. 2011 May 7;9(9):3415-20. doi: 10.1039/c0ob01075h. Epub 2011 Mar 21.
1,3-Dimethylimidazol-2-ylidene borane and 2,4-dimethyl-1,2,4-triazol-3-ylidene borane are found to be useful reagents for the reduction of alkyl iodides and bromides bearing nearby electron withdrawing substituents. Signatures of radical chain reactions are seen in many cases, but ionic reductions may also be occurring with some substrates. The reagents are attractive because of their low molecular weight, their availability from inexpensive precursors, and their stability. Separation of the borane products from the target products is readily accomplished either with or without prior regeneration of the borane for later reuse. 2,4-Dimethyl-1,2,4-triazol-3-ylidene borane is versatile because both starting borane and its derived products can be removed by extraction with water.
1,3-二甲基咪唑-2-亚基硼烷和 2,4-二甲基-1,2,4-三唑-3-亚基硼烷被发现是有用的试剂，可用于还原带有附近吸电子取代基的烷基碘化物和溴化物。在许多情况下，可以看到自由基链式反应的特征，但某些底物也可能发生离子还原。这些试剂因其低分子量、可从廉价前体制备以及稳定性而具有吸引力。硼烷产物与目标产物的分离可以在无需或无需预先再生硼烷以用于后续再用时轻松完成。2,4-二甲基-1,2,4-三唑-3-亚基硼烷用途广泛，因为起始硼烷及其衍生产物都可以通过用水萃取除去。
