Synthesis and examination of amine-cyanocarboxyboranes, the boron analogues of α-cyanocarboxylic acids: X-ray structural study of the first lactam containing a boron atom in the lactam ring

Győri, Béla; Lázár, István; Berente, Zoltán; Király, Róbert; Bényei, Attila

doi:10.1016/j.jorganchem.2004.06.066

Cited by 32 publications

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“…Surprisingly, cyanoborate anions containing hydroxy groups have been hardly investigated. In 2004, Györi et al reported on the synthesis of boron analogues of α-cyanocarboxylic acids and presented K[B(OH)(CN) 2 C(O)OMe] as a product of the reaction of K[BH(CN) 2 C(O)OMe] with elemental bromine or chlorine in water . Here, we report on the first synthesis of salts of the parent hydroxytricyanoborate anion [B(OH)(CN) 3 ] − .…”

Section: Introductionmentioning

confidence: 97%

“…In 2004, Gyori et al reported on the synthesis of boron analogues of α-cyanocarboxylic acids and presented K[B(OH)(CN) 2 C(O)OMe] as a product of the reaction of K[BH(CN) 2 C(O)OMe] with elemental bromine or chlorine in water. 98 1) as crystalline material in 96% yield (Figure 2). Similarly, KMHB 12 was applied as starting material to give aqueous solutions of 1, but isolation of neat 1 is tedious because of the byproducts KCl/KBr.…”

Section: ■ Introductionmentioning

confidence: 99%

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Hydroxytricyanoborate Anion: Synthetic Aspects and Structural, Chemical, and Spectroscopic Properties

et al. 2019

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In recent years, salts of the hydridotricyanoborate anion [BH(CN)3]− (MHB) have become readily available. In spite of the unusually high stability of the MHB anion, it can be used as a valuable starting material for the preparation of selected tricyanoborates, for example, the boron-centered nucleophile B(CN)3 2–. A further unprecedented example is the hydroxytricyanoborate anion [B(OH)(CN)3]− that is accessible by oxidation of (H3O)MHB with elemental bromine in water. The Brønsted acid (H3O)[B(OH)(CN)3] was isolated as a crystalline solid. It serves as a versatile starting material for the synthesis of coordination compounds, metal salts, and ionic liquids. The [B(OH)(CN)3]− anion shows a rich coordination chemistry and a high tendency to form hydrogen-bonded motifs as demonstrated by a series of salts with different types of cations. Furthermore, the [B(OH)(CN)3]− anion itself serves as starting material for new tricyanoborates such as the unusual trianion [B{OB(CN)3}3]3– and the silylated anions [B(OSiR3)(CN)3]− (R = Me, Et, Ph). Some of these follow-up products have been characterized by single-crystal X-ray diffraction, e.g., [nBu4N]3[B{OB(CN)3}3] and [nBu4N][B(OSiPh3)(CN)3].

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Section: Introductionmentioning

confidence: 97%

Section: ■ Introductionmentioning

confidence: 99%