104601-00-5Relevant academic research and scientific papers
Synthesis and third-order nonlinear optical properties of triphenylene derivatives modified by click chemistry
Mi, Yongsheng,Liang, Pengxia,Jin, Zhaokui,Wang, Dong,Yang, Zhou
, p. 4102 - 4108 (2013)
A series of asymmetric triphenylene derivatives containing typical D-π-A structures is successfully synthesized by means of [2+2] cycloaddition- cycloreversion click reactions. The photophysical and electrochemical properties, as well as the click reactio
Putting corannulene in its place. Reactivity studies comparing corannulene with other aromatic hydrocarbons
George, Stephen R. D.,Frith, Thomas D. H.,Thomas, Donald S.,Harper, Jason B.
supporting information, p. 9035 - 9041 (2015/09/01)
A series of aromatic hydrocarbons were investigated so as to compare the reactivity of corannulene with planar aromatic hydrocarbons. Corannulene was found to be more reactive than benzene, naphthalene and triphenylene to Friedel-Crafts acylation whilst electrophilic aromatic bromination was also used to confirm that triphenylene was less reactive than corannulene and that pyrene, perylene and acenaphthene were more so. The stabilisation of a neighbouring carbocation by the various aromatic systems was investigated through consideration of the rates of methanolysis of a series of benzylic alcohols. The reactivity series was found to parallel that observed for the electrophilic aromatic substitutions and both series are supported by computational studies. As such, a reactivity scale was devised that showed that corannulene was less reactive than would be expected for an aromatic planar species of similar pi electron count.
