339576-91-9Relevant academic research and scientific papers
1-Boraadamantane: Reactivity towards mono-1-alkynyltin, -germanium and -silicon compounds - Synthesis of 4-methylene-3-borahomoadamantanes
Wrackmeyer, Bernd,Klimkina, Elena V.,Bubnov, Yuri N.
, p. 51 - 59 (2007/10/03)
The reaction of 1-boraadamantane 1 with 1-alkynyltin (3), -germanium (4), and -silicon compounds (5) leads to enlargement of the tricyclic system by formation of 4-methylene-3-borahomoadamantanes (6-9). These are 1,1-organoboration reactions which proceed by cleavage of the M-C≡ bond (M = Sn, Ge, Si). There is evidence for 1,1-deorganoboration which apparently take place much more readily than for non-cyclic analogues, most likely as the result of the strained tricyclic system. When 2-ethyl-1-boraadamantane (2) is used, again 3-borahomoadamantanes are formed, the isomers 15-18. The product distribution is sensitive to steric effects. However, it appears that the B-C(H)Et bond in 2 is slightly more reactive than the B-CH2 bonds. All products were characterised by 1H-, 11B-, 13C-, 29Si- and 119Sn-NMR.
