177594-69-3Relevant academic research and scientific papers
Stereoselective polycyclisations of allyl and enyne silanes: Evidence for bicyclo[3.2.0]hept-1(7)ene structure
Oba, Gabriel,Moreira, Georges,Manuel, Georges,Koenig, Max
, p. 324 - 330 (2007/10/03)
The intramolecular copper(I)-catalyzed [2 + 2]-photocycloaddition of diphenyldiallysilane (1) (or tetraallylsilane (4)) led to sila-3-bicyclo[3.2.0]heptane (3) (or to spiro analogous 6) in the cis (or cis-cis) configuration whereas the α,ω-diiodide (2) obtained by cyclozirconation of 1 (or from the homologous tetraiodide 5) followed by addition of n-BuLi, produced the sila-3-bicyclo[3.2.0]heptane (3) (or to the spiro analogous 6) in the trans (or trans-trans configuration). The same cyclozirconation reaction, starting from the hetero enyne 7, selectively led to the highly strained silacyclobutene moiety 15 which represents the first stable hetero bicyclo[3.2.0]hept-1(7)ene skeleton, hypothetical intermediate in methathesis reactions.
Stereoselective synthesis of new hetero(P, Si, Ge, Sn)cyclic derivatives from zirconium diyne and diene complexes
Mirza-Aghayan, Maryam,Boukherroub, Rabah,Oba, Gabriel,Manuel, Georges,Koenig, Max
, p. 61 - 70 (2007/10/03)
The dipropargylic derivatives of Si, Ge, P, 1a-c, react with the zirconocene entity 'Cp2Zr' and give the intermediate bicyclocomplexes 2a-c characterized by 1H and 31P-NMR. The electrophilic addition of H+, Br2 leads to the corresponding exo dienic metallacyclopentanes 3,4. The cyclozirconation reaction with hetero-diallylic compounds 5a-d gives the metallacyclopentanes 7-15, after reaction with different electrophiles such as H+, PCl3, PhPCl2, Ph2PCl or Ph2PCl(BH3), Br2. The cyclozirconation reaction of diynes is stereoselective and leads to the E,E-exocyclic dienes whereas the selectivity of cyclozirconation of dienes depends on the substituents on the heteroatom.
