76246-38-3Relevant academic research and scientific papers
SOME GROUP IVB DERIVATIVES OF 1,6-METHANOANNULENE. SYNTHESIS, SUBSTITUENT EFFECTS AND REACTIVITY
Kitching, William,Olszowy, Henry A.,Schott, Inge,Adcock, William,Cox, D. P.
, p. 269 - 284 (2007/10/02)
Certain Group IVB derivatives of 1,6-methanoannulene have been synthesised, and their 13C nuclear magnetic resonance spectra recorded and assigned, to provide a measure of the substituent effects exerted by metalloid-containing groups in this non-benzenoid aromatic system.Comparisons are made with the corresponding naphthalene and some anthracene derivatives.Protiodemetallations of a number of arylsilanes and -stannanes have been examined, and in protiodestannyletion by CH3CO2H/dioxane at 27 deg C (an electrophilic aromatic substitution) the α- (or 2-) posititon of 1,6-methanoannulene is ca. 35 times as reactive as the α (or 1-) position of naphthalene, whereas in protiodesilylation by CF3CO2H/CH3CO2H at 27 deg C it is ca. 700 times the more reactive.
Substituent Effects and Perturbation of ?-Systems, XXXVI. Me3C-, Me3Si-, Me3Ge-, Me3Sn-, and Me3Pb-Substituted Benzene and Naphthalene Derivatives and Their Radical Anions
Kaim, Wolfgang,Tesmann, Holger,Bock, Hans
, p. 3221 - 3234 (2007/10/02)
The effects of substituents -X(CH3)3 (X=C, Si, Ge, Sn, Pb) in 1,4-disubstituted benzenes and naphthalenes are investigated: PE spectra and CT excitation energies yield the energy differences between the ground state of the neutral molecule M and the vario
