Carboranes. II. The Preparation of 1- and 1,2-Substituted Carboranes

In contrast to reactions that have been observed in traditional organic solvents, decaborane olefin-hydroboration and alkyne-insertion reactions proceed in ionic liquid (IL) solvents without the need of a catalyst. These reactions now provide important new, highyield synthetic pathways to functionalized decaborane and ortho-carborane clusters. As illustrated by the synthesis of n-B 18 H 22 , ILs can also provide an inert reaction medium for carrying out dehydrocondensation reactions leading to higher fused cage compounds.

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“…Previously, ortho-carboranes have been best synthesized by the base-promoted, two-step process [11][12][13] outlined in eqs. 1 and 2.…”

Section: Alkyne-insertion Reactions In Ionic Liquids: a New Route To mentioning

confidence: 99%

Polyborane reactions in ionic liquids

Kusari

Carroll

et al. 2006

Pure and Applied Chemistry

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“…1,2-closo-C 2 B 10 H 12 was obtained from Katchem. 1-Me-1,2-closo-C 2 B 10 H 11 , [26] 1-Ph-1,2-closo-C 2 B 10 H 11 , [27] [9-I-1,2-closo-C 2 B 10 H 11 ], [28] [9-I-7,8-nido-C 2 B 9 H 11 ], [29] [9,11-I 2 -7,8-nido-C 2 B 9 H 10 ], [30] [5,6-I 2 -7,8-nido-C 2 B 9 H 10 ] À , [11] [1,5,6,10-I 4 -7,8-nido-C 2 B 9 H 8 ] À , [11] [3,3'-Co-(9,12-I 2 -1,2-closo-C 2 B 9 H 9 ) 2 ] À , [11] [3,3'-Co-(8,9,10,12-I 4 -1,2-closo-C 2 B 9 H 7 ) 2 ]…”

Section: Methodsmentioning

confidence: 99%

Negatively Charged Metallacarborane Redox Couples with Both Members Stable to Air

Lupu

Zaulet

Teixidor

et al. 2015

Chemistry A European J

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The metallacarborane [3,3'-Co(1,2-closo-C2B9H11)2](-) has been synthesized. This species allows the formation of redox couples in which both partners are negatively charged. The E1/2 potential can be tuned by adjusting the nature and number of substituents on B and C. The octaiodinated species [3,3'-Co(1,2-closo-C2B9H7I4)2](-) is the most favorable, as it is isolatable and stable in air. A DFT study on stability and redox potentials of complexes has been performed.

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“…[1][2][3][4] Since then, both closo-and nido-carboranes have proven to be excellent bulky and stable building blocks that allow for the synthesis of a wide range of carborane derivatives and have shown a lot of potential in various applications, including medicinal chemistry, especially Boron Neutron Capture Therapy (BNCT) of tumors, solvent extraction, materials science, catalysis, host-guest chemistry, and coordination chemistry, [5][6][7][8][9][10][11][12][13][14][15][16][17][18] which made carborane chemistry all along an interesting growth area.…”

Section: Introductionmentioning

confidence: 98%

Synthesis and Crystal Structure of Three Carborane Complexes, [M{7,8‐(OPPh₂)₂‐7,8‐C₂B₉H₁₀}₂] (M = Cu, Zn) and [Ni(thf){7,8‐(OPPh₂)₂‐7,8‐C₂B₉H₁₀}₂]·thf, and Two Carborane Compounds, 1‐(OPPh₂)‐2‐(PPh₂)‐1,2‐C₂B₁₀H₁₀ and H[7,8‐(OPPh₂)₂‐7,8‐C₂B₉H₁₀]·0.25C₂H₅

Dou

Zhang

et al. 2006

Eur J Inorg Chem

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Three new carborane complexes containing the bis(phosphoryl)‐nido‐carborane ligand, [Cu{7,8‐(OPPh2)2‐7,8‐C2B9H10}2] (1), [Zn{7,8‐(OPPh2)2‐7,8‐C2B9H10}2] (2), and [Ni(thf){7,8‐(OPPh2)2‐7,8‐C2B9H10}2]·thf (3), were synthesized by the reactions of 1,2‐(PPh2)2‐1,2‐C2B10H10 with CuCl2·2H2O, ZnCl2, and NiCl2·6H2O, respectively, in ethanol in air. Two other compounds, 1‐(OPPh2)‐2‐(PPh2)‐1,2‐C2B10H10 (4) and H[7,8‐(OPPh2)2‐7,8‐C2B9H10]·0.25C2H5OH (5), were also obtained through the oxidation of the closo ligand in air. All new compounds were characterized by elemental analysis, FT‐IR, 1H and 13C NMR spectroscopy, and single‐crystal X‐ray diffraction. In complexes 1 and 2, the metal atoms are coordinated to the four oxygen atoms of the two bidentate bis(phosphoryl) ligands [7,8‐(OPPh2)2‐7,8‐C2B9H10]– and adopt a square‐planar geometry. For complex 3, the molecular structure reveals that the geometry at the nickel atom is square‐pyramidal, with four oxygen atoms from the four OPPh2 groups and one additional one from a thf molecule. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)

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Carboranes. II. The Preparation of 1- and 1,2-Substituted Carboranes

Cited by 112 publications

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Polyborane reactions in ionic liquids

Polyborane reactions in ionic liquids

Negatively Charged Metallacarborane Redox Couples with Both Members Stable to Air

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Carboranes. II. The Preparation of 1- and 1,2-Substituted Carboranes

Cited by 112 publications

References 0 publications

Polyborane reactions in ionic liquids

Polyborane reactions in ionic liquids

Negatively Charged Metallacarborane Redox Couples with Both Members Stable to Air

Synthesis and Crystal Structure of Three Carborane Complexes, [M{7,8‐(OPPh2)2‐7,8‐C2B9H10}2] (M = Cu, Zn) and [Ni(thf){7,8‐(OPPh2)2‐7,8‐C2B9H10}2]·thf, and Two Carborane Compounds, 1‐(OPPh2)‐2‐(PPh2)‐1,2‐C2B10H10 and H[7,8‐(OPPh2)2‐7,8‐C2B9H10]·0.25C2H5

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