29386-25-2Relevant academic research and scientific papers
Synthesis and deborination of polyhalo-substituted ortho-carboranes
Rudakov,Kurman,Potkin
, p. 1137 - 1142 (2011/10/18)
Tetraiodo-1,2-dicarba-closo-dodecaborane and 9-bromo-8,10,12-triiodo-1,2- dicarba-closo-dodecaborane were synthesized by oxidative iodination of 1,2-dicarba-closo-dodecaborane and 9-bromo-1,2-dicarba-closododecaborane, respectively, in AcOH using a mixture of nitric and sulfuric acid as an oxidant of iodine. The intermediates in the ortho-carborane iodination were identified. By the action of elemental bromine on 9-iodo- 1,2-dicarba-closo-dodecaborane in the presence of aluminum chloride catalyst 9-iodo-8,10,12-tribromo-1,2- dicarba-closo-dodecaborane was obtained. Deborination of the synthesized substances with an alcohol solution of KOH led to formation of 1,5,6,10-tetraiodo-5-bromo-1,6,10-triiodo- and 5-iodo-1,6,10-tribromo-7,8- dicarbaundecaborates methylammonium salts. Pleiades Publishing, Ltd., 2011.
Designed synthesis of new ortho-carborane derivatives: From mono- to polysubstituted frameworks
Barbera, Gemma,Vaca, Albert,Teixidor, Francesc,Sillanpaeae, Reijo,Kivekaes, Raikko,Vinas, Clara
, p. 7309 - 7316 (2009/02/06)
The use of nucleophilic and electrophilic processes allow the designed synthesis of several B-iodinated derivatives of o-carborane. Because of the straightforward Pd-catalyzed conversion of B-I to B-C bond with Grignard reagents, such as methylMgBr and biPhenylMgBr, both, symmetrical 3,6-R 2-1,2-closo-C2B10H10 and asymmetrical 3-I-6-Me-1,2-closo-C2B10H10 could be obtained. Not only conventional reactions in solution have been studied but also a highly efficient, clean and fast solvent-free procedure has provided successful results to regioselectively produce B-iodinated o-carborane derivatives by a careful control of the reaction conditions. The high number of nonequivalent leaving groups in boron iodinated o-carborane derivatives opens the possibility through B-C coupling to materials with novel possibilities and to self-assembling due to the enhanced polarizability of the C-H bond.
A solvent-free regioselective iodination route of ortho-carboranes
Vaca, Albert,Teixidor, Francesc,Kivekaes, Raikko,Sillanpaeae, Reijo,Vinas, Clara
, p. 4884 - 4885 (2007/10/03)
Tetraiodo-ortho-Carborane based x-ray contrast agents was prepared n a high yield, fast, clean, regioselective fashion by a solvent-free reaction of ortho-carboranes with iodine in sealed tubes. ortho-Carborane and its derivatives can be iodinated under electrophilic conditions using Lewis or Bronsted acid catalysts. The Pyrex tube was opened and gaseous HI removed by evaporation leaving the crude product as a solid. Almost all the excess iodine could be removed from the mixture by sublimation under reduced pressure avoiding the need for quenching with sodium metabisulfite and allowing further reuse of reagents. This solvent-free approach to the iodination of ortho-Carboranes is feasible and appears to be fairly generic for the synthesis of tetraiodinated products.
9,12-diiodo-1,2-dicarba-closo-dodecaborane(12)
Batsanov, Andrei S.,Fox, Mark A.,Howard, Judith A.K.,Hughes, Andrew K.,Johnson, Andrew L.,Martindale, Steven J.
, p. o74-o76 (2007/10/03)
The title compound, C2H10B10I2, has a pseudo-icosahedral cluster geometry. The crystal structure features an intermolecular C-H...I-B hydrogen bond with a normalized H...I distance of 3.00 A.
