Boron Cluster Compounds

doi:10.1002/9780470651568.ch2

Cited by 14 publications

References 39 publications

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Fusing Carborane Carboxylic Acids with Alkynes: 3D Analogues of Isocoumarins via Regioselective B−H Activation

Lin

Shen

Zhang

et al. 2017

Chemistry A European J

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An iridium-catalyzed alkenylation/annulation sequence between monocarba-closo-dodecaborate carboxylic acids and diarylacetylenes is reported. Regioselective activation of the B2 position, followed by B-C bond formation and ring closure, affords 3D bora-analogues of isocoumarins. The reaction tolerates a variety of functional groups on the aromatic rings and can be extended to B12-substituted derivatives. Furthermore, subsequent alkenylation of the B4 vertex has been achieved in high yields.

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Fusing Carborane Carboxylic Acids with Alkynes: 3D Analogues of Isocoumarins via Regioselective B−H Activation

Lin

Shen

Zhang

et al. 2017

Chemistry A European J

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Evidence for an Intermediate in the Methylation of CB₁₁H₁₂⁻with Methyl Triflate: Comparison of Electrophilic Substitution in Cage Boranes and in Arenes

et al. 2013

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The trideuteriomethylation of BH vertices in CB11H12− and its derivatives with CD3OTf (OTf=triflate, trifluoromethanesulfonate) yields a mixture of BCD3 and BCHD2 substitution products, thus demonstrating the intermediacy of a species with a long enough lifetime for hydrogen scrambling between the boron vertex and the methyl substituent. No such scrambling is observed if CD3OTf is used to methylate toluene. According to density functional theory calculations, the intermediate in BH vertex methylation is a three‐center bonded σ adduct of a methyl cation to the BH bond and the proton scrambling occurs via a transition structure containing a distorted square‐pyramidal methane attached axially to a “naked” boron vertex. The subsequent proton or deuteron loss is presently not understood in detail. A general comparison of electrophilic substitution on closo‐boranes and arenes is provided and similarities as well as differences are discussed. A recalculation of the optimized geometry of the CB11Me12. radical produced a second Jahn–Teller distorted minimum and resulted in a somewhat improved agreement between calculated and measured proton hyperfine coupling constants.

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Radical polymerization of 1‐alkenes catalyzed by lithium salts of carboranes

Janata

Vlček

Látalová

et al. 2011

J. Polym. Sci. A Polym. Chem.

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Radical polymerization of selected 1‐alkenes, (1‐hexene, 1‐octene and 2‐methyl‐1‐heptene), initiated with classical radical initiators and catalyzed by lithium salts of selected carboranes was studied. In accordance with recently published results it was found that the use of radical initiators under catalysis by “naked” lithium cation of carboranes promotes the radical polymerization of 1‐alkenes, otherwise nonpolymerizable by the radical mechanism. However, although in our experiments relatively high monomers conversions are reached for some of the thermal initiators used, only low‐molecular‐weight oligomers with Mn < 1000 are formed, regardless of the initiator and carborane anion used. © 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2011

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Boron Cluster Compounds

Cited by 14 publications

References 39 publications

Fusing Carborane Carboxylic Acids with Alkynes: 3D Analogues of Isocoumarins via Regioselective B−H Activation

Fusing Carborane Carboxylic Acids with Alkynes: 3D Analogues of Isocoumarins via Regioselective B−H Activation

Evidence for an Intermediate in the Methylation of CB₁₁H₁₂⁻with Methyl Triflate: Comparison of Electrophilic Substitution in Cage Boranes and in Arenes

Radical polymerization of 1‐alkenes catalyzed by lithium salts of carboranes

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Boron Cluster Compounds

Cited by 14 publications

References 39 publications

Fusing Carborane Carboxylic Acids with Alkynes: 3D Analogues of Isocoumarins via Regioselective B−H Activation

Fusing Carborane Carboxylic Acids with Alkynes: 3D Analogues of Isocoumarins via Regioselective B−H Activation

Evidence for an Intermediate in the Methylation of CB11H12−with Methyl Triflate: Comparison of Electrophilic Substitution in Cage Boranes and in Arenes

Radical polymerization of 1‐alkenes catalyzed by lithium salts of carboranes

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Evidence for an Intermediate in the Methylation of CB₁₁H₁₂⁻with Methyl Triflate: Comparison of Electrophilic Substitution in Cage Boranes and in Arenes