Functionalized ruthenatricarbadecaboranes via selective cage iodination and Sonogashira coupling reactions

作者: Ariane Perez-Gavilan , Patrick J. Carroll , Larry G. Sneddon

DOI: 10.1016/J.JORGANCHEM.2012.05.016

关键词:

摘要: Selective iodination of the cyclopentadienylruthenium tricarbadecaboranyl complexes 1-( η 5 -C H )–2-Ph– closo -1,2,3,4-RuC 3 B 7 9 ( 1 ) and (CH 8 2 to form their mono-iodo derivatives, )–2-Ph–6-I– 4 ), was achieved in 90% yields by reactions with ICl CH Cl solutions. Also isolated trace amounts from reaction di-iodo )–2-Ph–6,11-I – , complex. The sonication-promoted Sonogashira coupling terminal acetylenes catalyzed Pd(dppf)Cl /CuI yielded functionalized ruthenatricarbadecaboranyl )–2-Ph–6-(Ph-C≡C)– 6 )–2-Ph–6-[CH C(O)OCH -C≡C]– )–2-Ph–6-[( )Fe( )-C≡C]– )–2-Ph–6-[(CH Si-C≡C]– ). These thus provide a versatile, systematic pathway for syntheses wide variety new types complexes.

参考文章(37)
Isabel Rojo, Francesc Teixidor, Clara Viñas, Raikko Kivekäs, Reijo Sillanpää, Relevance of the Electronegativity of Boron in η5‐Coordinating Ligands: Regioselective Monoalkylation and Monoarylation in Cobaltabisdicarbollide [3,3′‐Co(1,2‐C2B9H11)2]− Clusters Chemistry: A European Journal. ,vol. 9, pp. 4311- 4323 ,(2003) , 10.1002/CHEM.200304970
Angela Altomare, Maria Cristina Burla, Mercedes Camalli, Giovanni Luca Cascarano, Carmelo Giacovazzo, Antonietta Guagliardi, Anna Grazia Giuseppina Moliterni, Giampiero Polidori, Riccardo Spagna, SIR97: a new tool for crystal structure determination and refinement Journal of Applied Crystallography. ,vol. 32, pp. 115- 119 ,(1999) , 10.1107/S0021889898007717
Alexander Himmelspach, Maik Finze, Dicarba-closo-dodecaboranes with One and Two Ethynyl Groups Bonded to Boron European Journal of Inorganic Chemistry. ,vol. 2010, pp. 2012- 2024 ,(2010) , 10.1002/EJIC.201000064
Carole A. Plumb, Patrick J. Carroll, Larry G. Sneddon, Tricarbon carborane chemistry. 2. Syntheses and structural characterizations of commo iron and cobalt bis(tricarbaborane) complexes Organometallics. ,vol. 11, pp. 1672- 1680 ,(1992) , 10.1021/OM00040A043
Wei Jiang, David E. Harwell, Mark D. Mortimer, Carolyn B. Knobler, M. Frederick Hawthorne, Palladium-Catalyzed Coupling of Ethynylatedp-Carborane Derivatives:  Synthesis and Structural Characterization of Modular Ethynylatedp-Carborane Molecules Inorganic Chemistry. ,vol. 35, pp. 4355- 4359 ,(1996) , 10.1021/IC951574L
Dennis Malaba, Michal Sabat, Russell N. Grimes, Alkynyl Substitution and Linkage in Cobaltacarborane Sandwich Complexes European Journal of Inorganic Chemistry. ,vol. 2001, pp. 2557- 2562 ,(2001) , 10.1002/1099-0682(200109)2001:10<2557::AID-EJIC2557>3.0.CO;2-H
L.I. Zakharkin, A.I. Kovredov, V.A. Ol'shevskaya, Zh.S. Shaugumbekova, Synthesis of B-organo-substituted 1,2-, 1,7-, and 1,12-dicarbaclosododecarboranes(12) Journal of Organometallic Chemistry. ,vol. 226, pp. 217- 222 ,(1982) , 10.1016/S0022-328X(00)83405-1
Yasuyuki Endo, Koei Aizawa, Kiminori Ohta, Synthesis of 3-aryl-1,2-dicarba-closo-dodecaboranes by Suzuki-Miyaura coupling reaction Heterocycles. ,vol. 80, pp. 369- 377 ,(2010) , 10.3987/COM-09-S(S)32
Alberto V. Puga, Francesc Teixidor, Reijo Sillanpää, Raikko Kivekäs, Clara Viñas, Iodinated ortho-carboranes as versatile building blocks to design intermolecular interactions in crystal lattices. Chemistry: A European Journal. ,vol. 15, pp. 9764- 9772 ,(2009) , 10.1002/CHEM.200900926