Английская Википедия:Gomberg's dimer

Материал из Онлайн справочника
Перейти к навигацииПерейти к поиску

Шаблон:Chembox

Gomberg's dimer is the organic compound with the formula Ph2C=C6H5-CPh3, where Ph = C6H5. It is a yellow solid that is air-stable for hours at room temperature and soluble in organic solvents.[1] The compound achieved fame as the dimer of triphenylmethyl radical, which was prepared by Moses Gomberg in his quest for hexaphenylethane.

Its quinoid structure has been determined by X-ray crystallography. The C-C bond that reversibly breaks is rather long at 159.7 picometers.[1]

Synthesis and reactions

Gomberg's dimer can be prepared quantitatively by treating trityl bromide with powdered copper or silver:[2]

2Шаблон:NbspPh3CBr + 2Шаблон:NbspCu → Ph2C=C6H5-CPh3 + 2Шаблон:NbspCuBr

Gomberg's dimer reversibly dissociates to the triphenylmethyl radical in organic solvents:[3]

Файл:Gomberg dimer dissociation.png

See also

References

Шаблон:Reflist