Boron–Boron Single Bonds Mimicking Transition Metals

IF 2 4区 化学 Q3 CHEMISTRY, INORGANIC & NUCLEAR
Hans-Jörg Himmel
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Abstract

This review article deals with a special transition-metal-like reactivity of ambiphilic (electrophilic and nucleophilic) diborane molecules with a BB single bond, namely the ability to coordinate a substrate and reduce it in their coordination sphere with the electrons from the BB bond. Specially designed diboranes are synthesized for this purpose, being Lewis-acidic at boron and at the same time providing a filled BB bond orbital of high energy, from which electrons could be transferred to the substrate. A fine tuning of the substituents at the boron is required to balance the ambiphilic (electrophilic and nucleophilic) properties of the diborane. Moreover, diborane stability is an important issue for larger-scale applications, since strongly electrophilic diboranes are generally air sensitive. The discussion in the last sections focuses on diboranes with guanidinate substituents. These diboranes are air-stable and easy-to-handle sources of ambiphilic cationic diboranes and are efficiently synthesized by BB dehydrocoupling reactions. They are particularly suitable for processes in which substrate coordination and electron transfer proceed in two separate steps. The development of a transition-metal-like reactivity with stable, easy-to-handle diboranes paves the way to widen the applications of diboranes for further applications in synthetic chemistry.

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模拟过渡金属的硼-硼单键
本文综述了具有B * * B单键的两亲性(亲电性和亲核性)二硼烷分子的一种特殊的过渡金属样反应性,即与B * * B键的电子在配位范围内配位底物并使其还原的能力。为此合成了专门设计的二硼烷,它在硼上呈路易斯酸,同时提供了一个充满的高能B键轨道,电子可以从这个轨道转移到底物。为了平衡二硼烷的双亲性(亲电性和亲核性),需要对硼上的取代基进行微调。此外,二硼烷的稳定性对于大规模应用来说是一个重要的问题,因为强亲电二硼烷通常对空气敏感。最后几节讨论的重点是具有胍基取代基的二硼烷。这些二硼烷具有空气稳定性和易于处理的两亲性阳离子二硼烷的来源,并且可以通过B -羟基- B脱氢偶联反应高效地合成。它们特别适用于衬底配位和电子转移分两个步骤进行的过程。具有稳定、易于处理的过渡金属样反应性的二硼烷的发展,为二硼烷在合成化学中的进一步应用铺平了道路。
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来源期刊
European Journal of Inorganic Chemistry
European Journal of Inorganic Chemistry 化学-无机化学与核化学
CiteScore
4.30
自引率
4.30%
发文量
419
审稿时长
1.3 months
期刊介绍: The European Journal of Inorganic Chemistry (2019 ISI Impact Factor: 2.529) publishes Full Papers, Communications, and Minireviews from the entire spectrum of inorganic, organometallic, bioinorganic, and solid-state chemistry. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies. The following journals have been merged to form the two leading journals, European Journal of Inorganic Chemistry and European Journal of Organic Chemistry: Chemische Berichte Bulletin des Sociétés Chimiques Belges Bulletin de la Société Chimique de France Gazzetta Chimica Italiana Recueil des Travaux Chimiques des Pays-Bas Anales de Química Chimika Chronika Revista Portuguesa de Química ACH—Models in Chemistry Polish Journal of Chemistry The European Journal of Inorganic Chemistry continues to keep you up-to-date with important inorganic chemistry research results.
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