Carboranes. I. The Preparation and Chemistry of 1-Isopropenylcarborane and its Derivatives (a New Family of Stable Clovoboranes)

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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“…2, direct synthesis from closo carborane: Reduction (Na/ naphthalene) of 1,2-m-{C 6 H 4 (CH 2 ) 2 }-1,2-closo-C 2 B 10 H 10 in THF followed by replacement of solvent with 40±60 petroleum ether, cooling to 0 8C and addition of PhBCl 2 afforded 2 in 6 % yield (not optimized) following workup involving extraction into CH 2 Cl 2 , thin layer chromatography on SiO 2 and crystallization from CH 2 Cl 2 /petroleum ether. IR (CH 2 Cl 2 ): ñ max 2570 (BH) cm À1 ; 1 . Satisfactory microanalytical data were obtained.…”

mentioning

confidence: 99%

Beyond the Icosahedron: The First 13‐Vertex Carborane

et al. 2003

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Betrifft die 13. Ecke: Das erste 13‐eckige Carboran (siehe Bild; B: braun, C: grau, H: weiß) wurde mithilfe eines Verfahrens hergestellt, das prinzipiell wiederholt angewendet werden kann, sodass künftig auch 14‐, 15‐, 16‐ und mehr‐eckige Carborane zugänglich sind. Das 13‐eckige Molekül hat eine henikosaedrische und keine dokosaedrische Geometrie wie ursprünglich angenommen. Beide Konfigurationen sind gemäß DFT‐Rechnungen energetisch ähnlich.

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“…An additional series of novel amine and amide carboranylboranes, 4a-4d, 6a-6f, and 8a-8f, could be synthesized from the reaction of the monoamine carboranes, 1-[(CH 2 ) 3 NH 2 ]-2-R-1,2-C 2 B 10 H 10 [R = H (4), CH 3 (6) and C 6 H 5 (8)] with the trimethyl amine boranes, Me 3 NBH 2 X, where X spans the same substituent groups as used with the bis(amine)-p-carborane (2). The formulations and methods of preparation are summarized in Schemes 1 and 2.…”

Section: 2-[n-(trimethylamineborane)carboxyl]-12-dicarbadodecaboramentioning

confidence: 99%

“…Icosahedral carboranes (o-, m-, p-C 2 B 10 H 12 ) were first described in 1963, 1,2 and thereafter have been the subject of many studies, 3 -5 more recently in the areas of materials chemistry 6 and medicinal chemistry. 7 Their thermal and chemical stabilities and high boron content have also made them attractive candidates for possible use in boron neutron capture therapy (BNCT).…”

Section: Introductionmentioning

confidence: 99%