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Reactivity of 1-boraadamantanes towards bis(trialkylstannyl)ethynes. First examples of 3-boratricyclo[5.3.1.13,9]dodecanes, and the molecular structure of a tetraalkyldiboroxane by Bernd Wrackmeyer; Elena V Klimkina; Wolfgang Milius; Yuri N Bubnov is a Chemistry article available to read on EtoBox.

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1-Boraadamantane (1) and 2-ethyl-1-boraadamantane (1(2-Et)) react with bis(trialkylstannyl)ethynes (3), R 3 Sn Á/CÅ/C Á/SnR 3 with R 0/Me (a), Et (b), in a 1:1 molar ratio by 1,1-organoboration under very mild conditions to give the 4-methylene-3borahomoadamantane derivatives 4a,b and 7a,b, respectively, which are dynamic at room temperature with respect to deorganoboration. The compounds 4a,b react further with 3a,b by 1,1-organoboration to the tricyclic butadiene derivatives 5a,b. Attempts to crystallise 4a afforded the product of hydrolysis, the diboroxane 6a which was characterised by X-ray structural analysis. All products were characterised in solution by 1 H-, 11 B-, 13 C-and 119 Sn-NMR spectroscopy.

Who reads Reactivity of 1-boraadamantanes towards bis(trialkylstannyl)ethynes. First examples of 3-boratricyclo[5.3.1.13,9]dodecanes, and the molecular structure of a tetraalkyldiboroxane?

Author

Bernd Wrackmeyer; Elena V Klimkina; Wolfgang Milius; Yuri N Bubnov

Publisher

Elsevier Science; Elsevier ; Elsevier BV (ISSN 0022-328X)

Published

2003

Language

EN

Field

Chemistry (Physical Sciences)