Halogenoborane mediated allene cyclooligomerizationElectronic supplementary information (ESI) available: Additional experimental details, further spectral and crystallographic data. CCDC 1862533-1862535 and 1881527. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c8sc04790a

The halogenoboranes XB(C 6 F 5 ) 2 (X: Cl, Br) react with allene to give a mixture of the cyclotrimer 1,3,5-trimethylenecyclohexane ( 1 ) and the related halogenoborylated cyclotetramerization products 3a and 3b . Alkyl-substituted allenes were catalytically cyclotrimerized metal-free by XB(C 6 F 5...

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Bibliographic Details
Main Authors Tao, Xin, Wölke, Christian, Daniliuc, Constantin G, Kehr, Gerald, Erker, Gerhard
Format Journal Article
LanguageEnglish
Published 20.02.2019
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Summary:The halogenoboranes XB(C 6 F 5 ) 2 (X: Cl, Br) react with allene to give a mixture of the cyclotrimer 1,3,5-trimethylenecyclohexane ( 1 ) and the related halogenoborylated cyclotetramerization products 3a and 3b . Alkyl-substituted allenes were catalytically cyclotrimerized metal-free by XB(C 6 F 5 ) 2 (X: Cl, Br) to give cis , trans -2,4,6-trialkyl-1,3,5-trimethylenecyclohexanes under mild conditions. Allene reacts with the strongly electrophilic halogenoboranes XB(C 6 F 5 ) 2 (X: Cl or Br) by forming a mixture of 1,3,5-trimethylenecyclohexane and the stoichiometric halogeno-borated tetramerization products.
Bibliography:For ESI and crystallographic data in CIF or other electronic format see DOI
1862533-1862535
10.1039/c8sc04790a
and
1881527
Electronic supplementary information (ESI) available: Additional experimental details, further spectral and crystallographic data. CCDC
ISSN:2041-6520
2041-6539
DOI:10.1039/c8sc04790a