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  • Experimental effort disclosing the possibility of transition-metal mediated cross-coupling reactions on electrophilic bicyclo[1.1.1]pentane cage bridgeheads is described. It has been shown that the bridgehead-halogen bond in bicyclo[1.1.1]pentanes can undergo oxidative addition towards low-valent nickel species, yielding a new complex which reacts with organomagnesium or organolithium reagents to form a new C-C bond. Thus, the unsymmetrically substituted bicyclo[1.1.1]pentane derivatives posessing, for example, aryl funcional moieties on the bridgeheads could be prepared. Likewise, the protocol could be applied to the synthesis of [1.1.1]propellane oligomers ([n]staffanes), a class of compounds exploitable as the building blocks for supramolecular chemistry and molecular electronics
  • Experimental effort disclosing the possibility of transition-metal mediated cross-coupling reactions on electrophilic bicyclo[1.1.1]pentane cage bridgeheads is described. It has been shown that the bridgehead-halogen bond in bicyclo[1.1.1]pentanes can undergo oxidative addition towards low-valent nickel species, yielding a new complex which reacts with organomagnesium or organolithium reagents to form a new C-C bond. Thus, the unsymmetrically substituted bicyclo[1.1.1]pentane derivatives posessing, for example, aryl funcional moieties on the bridgeheads could be prepared. Likewise, the protocol could be applied to the synthesis of [1.1.1]propellane oligomers ([n]staffanes), a class of compounds exploitable as the building blocks for supramolecular chemistry and molecular electronics (en)
Title
  • Coupling reactions on bicyclo[1.1.1]pentane cage bridgeheads
  • Coupling reactions on bicyclo[1.1.1]pentane cage bridgeheads (en)
skos:prefLabel
  • Coupling reactions on bicyclo[1.1.1]pentane cage bridgeheads
  • Coupling reactions on bicyclo[1.1.1]pentane cage bridgeheads (en)
skos:notation
  • RIV/00216224:14310/03:00009422!RIV/2004/MSM/143104/N
http://linked.open.../vavai/riv/strany
  • T23-T23
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  • Z(MSM 143100011)
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  • 602348
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  • RIV/00216224:14310/03:00009422
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  • Cross-coupling, bicyclopentanes, transition metal catalyzed reaction (en)
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  • [F47B89CEA0A3]
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  • Zakopane, Polsko
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  • Warsaw
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  • YoungChem 2003, Book of Abstracts
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  • Mazal, Ctibor
  • Bartoš, Petr
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http://linked.open...n/vavai/riv/zamer
number of pages
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  • Chemical Scientific Set %22Flogiston%22, Warsaw University of Technology
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  • 14310
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