A Disilapentalene and a Stable Diradical from the Reaction of a Dilithiosilole with a Dichlorocyclopropene
Citations Over TimeTop 17% of 2003 papers
Abstract
The reaction of 1,1-dilithio-2,3,4,5-tetraphenylsilole (1) with 1,1-dichloro-2,3-diphenylcyclopropene (2) leads to the novel 1,4-disila-1,4-dihydropentalene (4), as well as an exceptionally stable diradical for which the structure 3 is suggested. The diradical is unreactive toward water, methanol, and chloroform; upon heating it transforms into 4. Structure 3 for the paramagnetic species is proposed on the basis of EPR data and theoretical calculations. The trans-trans isomer of diradical 3 was calculated to be more stable than its cis-cis isomer. The strong and stable EPR signal in the reaction mixture is probably due to the trans-trans isomer of diradical 3 in the triplet state. A reaction scheme describing the formation of 3 and 4 is presented.
Related Papers
- → Second hyperpolarizabilities of polycyclic aromatic hydrocarbons involving phenalenyl radical units(2005)143 cited
- → Diradical character of some fluoranthenes(2010)20 cited
- → A Disilapentalene and a Stable Diradical from the Reaction of a Dilithiosilole with a Dichlorocyclopropene(2003)25 cited
- → DFT study on singlet diradical character of zethrenes(2011)11 cited
- → The diradical character of polyacenequinododimethides(2011)9 cited