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2015 | OriginalPaper | Buchkapitel

Boryl Anions

verfasst von : Makoto Yamashita, Kyoko Nozaki

Erschienen in: Synthesis and Application of Organoboron Compounds

Verlag: Springer International Publishing

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Abstract

This chapter focuses on the chemistry of boryl anions. The first section gives a brief history of boryl anion before the first isolated boryl anion equivalent, boryllithium, emerged. Synthesis and properties of all existing boryl anions are summarized in the second section. In the third section, examples of boryl–transition metal complexes synthesized from boryl anion reagents are presented. The following fourth section describes chemistry of boryl-substituted main group element compounds made from boryl anions. At the end of this chapter, the authors provide a summary and their perspective for related fields.

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Nächstes Kapitel Fundamental and Applied Properties of Borocations

Recently, Bertrand developed the deprotonation methodology to generate base-stabilized boryl anion 33 by using three strong π-acceptor ligands on the boron center (see the previous section).

Optimized B₂H₆ molecule at B3LYP/6-31 + G* was used as a reference (δ_B 16.6 ppm) for the ¹¹B NMR chemical shift (GIAO/B3LYP/6-311++G**). Chemical shift for B₂H₆ in gas phase was reported in the reference [38].

A structure with one THF molecule, opt-36 · (THF)₁, could not be optimized to the minimum. A four-membered bridging structure consists of –(Li–B)₂–, which corresponds to –(Li–C)₂– structure observed for alkyllithium species is less probable because of the bulky substituents on the boron center.

Two carbyl(halo)cuprates, [Li(12-c-4)₂][Cu(Br)CH(SiMe₃)₃] [59] and (Et₂O)₂Li[ICuC₆H₃-2,6-(2,4,6-(i-Pr)₃C₆H₂)₂] [60], were reported to have linear C–Cu–X–Li structure, being similar to that of 67.

In contrast to 68, a related tetranuclear copper complex possessing two aryl groups and two bromides has been structurally characterized where two bridging bromide shared one copper atom of Cu₄ core [61].

For the previously reported examples for multinuclear transition metal complexes having a bridging boryl ligand, see [62‐64].

The Zn-(μ²-Br) bonds [2.504 Å (av.)] in 69 were longer than those in 70 [2.4217 Å (av.)], probably due to the coordination of THF molecules toward zinc atom in 69.

See [99] for the first example of boryl complex synthesized by a salt elimination and see [100] for the first structurally characterized boryl complex made by a salt elimination.

See [101] for the first example of boryl complex synthesized by oxidative addition and see [102] for the first structurally characterized boryl complex made by oxidative addition.

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Titel: Boryl Anions
verfasst von: Makoto Yamashita
Kyoko Nozaki
Verlag: Springer International Publishing
Buch: Synthesis and Application of Organoboron Compounds
Print ISBN: 978-3-319-13053-8

Electronic ISBN: 978-3-319-13054-5

Copyright-Jahr: 2015
DOI: https://doi.org/10.1007/978-3-319-13054-5_1

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