Applications of boron–nitrogen and boron–phosphorus adducts in organometallic chemistry

Ma, Kuangbiao; Scheibitz, Matthias; Scholz, Stefan; Wagner, Mat­thias

doi:10.1016/s0022-328x(02)01303-7

Cited by 75 publications

(72 citation statements)

References 34 publications

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“…Moreover, they also display a wide range of applications in organic synthesis [5,6] supramolecular chemistry [7], macrocyclic chemistry [8,9], organometallics [10], dendrimers [11,12] among others. Our group has reported several studies on the N / B coordination bond [13e16] and recently the synthesis and characterization of boron complexes obtained from the condensation of 3-aminophenylboronic acid and 1,3-diketones [17].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, characterization and X-ray studies of new chiral five-six-membered ring, [4.3.0] heterobicyclic system of monomeric boronates

Rivera¹,

Rincón²,

Farfán³

et al. 2011

Journal of Organometallic Chemistry

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Section: Introductionmentioning

confidence: 99%

Synthesis, characterization and X-ray studies of new chiral five-six-membered ring, [4.3.0] heterobicyclic system of monomeric boronates

Rivera¹,

Rincón²,

Farfán³

et al. 2011

Journal of Organometallic Chemistry

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“…The dynamic covalent [20] nature of both B À O and C=N bonds [21] allows both diol and amine subcomponents to be independently displaced within these structures in well-defined ways, allowing one structure to be transformed into another. This work thus applies the concepts of subcomponent self-assembly to the rich field of boron-based self-assembly, which includes such recent examples as chemosensors, [22] multicomponent architectures, [18] reversibly formed cages, [23] boroxoaromatics, [21] anionic borate assemblies, [24] borylferrocene structures, [25] macrocycles, [26] as well as self-repairing polymers [27] and porous networks. [28] …”

Section: Introductionmentioning

confidence: 99%

An Iminoboronate Construction Set for Subcomponent Self‐Assembly

Hutin

Bérnardinelli

Nitschke

2008

Chemistry A European J

121

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Recently we have demonstrated a series of systems in which complex structures were created from simple amine and aldehyde subcomponents by copper(I)-templated imine bond formation. We describe herein the extension of this "subcomponent self-assembly" concept to the generation of structures based upon the iminoboronate ester motif. Equimolar amounts of diol, amine, and 2-formylphenylboronic acid reacted by reversible B-O and C=N bond formation to generate iminoboronate esters, as has recently been reported by James et al. (Org. Lett. 2006, 8, 609-612). The extent of ester formation was shown to depend upon a number of factors. The exploration of these factors allowed rules and predictions to be formulated governing the self-assembly process. These rules allowed the construction of more complex structures containing multiple boron atoms, including a trigonal cage containing six boron centers, as well as pointing the way to the construction of yet more intricate architectures. The lability of the B-O and C=N bonds also allowed different diol and amine subcomponents to be substituted within these structures. Selection rules were also determined for these substitution reactions, allowing the products to be predicted based upon the electronic properties of the diols and diamines employed. These results thus demonstrate the generality of the subcomponent self-assembly methodology through its application to a new dynamic covalent system.

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“…[1,3,4] Our group has a long-standing interest in the development of novel electroactive ligands both for use in homogeneous catalysis and in the assembly of coordination polymers and networks. [5] Initially we relied on ferrocene as a redox-active unit and prepared mono-and ditopic ferrocene-based poly(pyrazol-1-yl)borates [FcB(Me) n pz 3Àn ]…”

Section: Introductionmentioning

confidence: 99%

Redox‐Active p‐Quinone‐Based Bis(pyrazol‐1‐yl)methane Ligands: Synthesis and Coordination Behaviour

Scheuermann

Kretz

Vitze

et al. 2008

Chemistry A European J

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The synthesis, structural characterisation and coordination behaviour of mono- and ditopic p-hydroquinone-based bis(pyrazol-1-yl)methane ligands is described (i.e., 2-(pz2CH)C6H3(OH)2 (2a), 2-(pz2CH)-6-(tBu)C6H2(OH)2 (2b), 2-(pz2CH)-6-(tBu)C6H2(OSiiPr3)(OH) (2c), 2,5-(pz2CH)2C6H2(OH)2 (4)). Ligands 2a, 2b and 4 can be oxidised to their p-benzoquinone state on a preparative scale (2a ox, 2b ox, 4 ox). An octahedral Ni II complex [trans-Ni(2c)2] and square-planar Pd II complexes [Pd2bCl2] and [Pd2b ox Cl2] have been prepared. In the two Pd II species, the ligands are coordinated only through their pyrazolyl rings. The fact that [Pd2bC12] and [Pd2b oxC12] are isolable compounds proves that redox transitions involving the p-quinone substituent are fully reversible. In [Pd2b oxCl2], the methine proton is highly acidic and can be abstracted with bases as weak as NEt(3). The resulting anion dimerises to give a dinuclear macrocyclic Pd II complex, which has been structurally characterised. The methylated ligand 2-(pz2CMe)C6H3O2 (11 ox) and its Pd II complex [Pd11 oxCl2] are base-stable. A new class of redox-active ligands is now available with the potential for applications both in catalysis and in materials science.

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Applications of boron–nitrogen and boron–phosphorus adducts in organometallic chemistry

Cited by 75 publications

References 34 publications

Synthesis, characterization and X-ray studies of new chiral five-six-membered ring, [4.3.0] heterobicyclic system of monomeric boronates

Synthesis, characterization and X-ray studies of new chiral five-six-membered ring, [4.3.0] heterobicyclic system of monomeric boronates

An Iminoboronate Construction Set for Subcomponent Self‐Assembly

Redox‐Active p‐Quinone‐Based Bis(pyrazol‐1‐yl)methane Ligands: Synthesis and Coordination Behaviour

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