Reactivity Enhancement of a Zerovalent Diboron Compound by Desymmetrization

Böhnke, Julian; Arrowsmith, Merle; Braunschweig, Holger

doi:10.1021/jacs.8b06930

Cited by 43 publications

(40 citation statements)

References 47 publications

(52 reference statements)

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“…Unsymmetrically-substituted diboron compounds are known to display higher reactivity than their symmetrical counterparts. 39,40 We have previously shown that unsymmetrical diborenes 2 and 3 (Scheme 2) react more quickly than 1 in diboration reactions with B 2 cat 2 . 33 Treatment of compound 2 with HPPh 2 resulted in complete conversion to a new compound within 3 h at room temperature.…”

Section: Resultsmentioning

confidence: 99%

Hydrophosphination of boron–boron multiple bonds

et al. 2020

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Section: Resultsmentioning

confidence: 99%

Hydrophosphination of boron–boron multiple bonds

et al. 2020

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“…While 18 reacts selectively with one equivalent of dihydrogen, 209 it was also found that its coordination to one equivalent of Me IMe (1,3,4,5-tetramethylimidazol-2-ylidene) -which breaks the symmetry of the diboracumulene to give complex 23 -increases its reactivity (Figure 15). In this bound state, 23 reacts rapidly with two equivalents of molecular hydrogen in a process that completely cleaves the B-B bond.…”

Section: Metallomimetic Chemistry Of B-b Bondsmentioning

confidence: 99%

Metallomimetic Chemistry of Boron

2019

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The study of main-group molecules that behave and react similarly to transition metal (TM) complexes has attracted significant interest in the recent decades. Most notably, the attractive idea of eliminating the all-too-often rare and costly metals from catalysis has motivated efforts to develop main-group-element-mediated reactions. Main-group elements, however, lack the electronic flexibility of many TM complexes that arise from combinations of empty and filled d-orbitals and that seem ideally suited to bind and activate many substrates. In this Review, we look at boron, an element which, despite its non-metal nature, low atomic weight, and relative redox staticity has achieved great milestones in terms of TM-like reactivity. We show how in inter-element cooperative systems, diboron molecules and hypovalent complexes, the fifth element can acquire a truly metallomimetic character. As we discuss, this character is particularly strikingly demonstrated by the reactivity of boron-based molecules with H2, CO, alkynes, alkenes and even with N2.

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“…15 As for 10, its sp-hybridized boron atom exhibits enhanced nucleophilicity with respect to its symmetrical precursor; consequently, intramolecular C-H bond activation and H 2 addition involving B=B double-bond activation and cleavage, respectively, occurred. 16…”

Section: Diboron Reagentsmentioning

confidence: 99%

Perspective on Organoboron Chemistry

Kong

Cui

2021

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Organoboron compounds play prominent roles in structural, synthetic and materials chemistry because the boron atoms may feature electrophilic, amphiphilic and nucleophilic characters. This perspective briefly describes the most recent progress in organoboron chemistry by focusing on both new advent boron molecules and their applications, which greatly inspire the interest of main group chemists. Meanwhile, the future research hotspots based on these pioneering results are also discussed.

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Reactivity Enhancement of a Zerovalent Diboron Compound by Desymmetrization

Cited by 43 publications

References 47 publications

Hydrophosphination of boron–boron multiple bonds

Hydrophosphination of boron–boron multiple bonds

Metallomimetic Chemistry of Boron

Perspective on Organoboron Chemistry

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