54098-90-7Relevant articles and documents
Synthesis of sterically crowded 9-nitrotriptycenes by the Diels–Alder cycloaddition reaction
Szupiluk, Artur
supporting information, p. 5251 - 5253 (2016/11/13)
The synthesis of novel sterically crowded triptycenes as attractive components for the construction of models for various molecular dynamic studies is reported. 9-Nitrotriptycenes were obtained by the Diels–Alder reactions between 9-nitroanthracene and tetrabromobenzyne as well as 1,4-dichloro-9-nitroanthracene and 2,6-dichlorobenzyne. Interesting regioselectivity relative to the central and terminal rings was observed. Moreover, 1,2,3,4-tetrabromo-9-nitrotriptycene was further functionalized to afford 1,2,3,4-tetrabromotriptycyl-9-ammonium tetrafluoroborate in two-steps. The impact of steric hindrance on the geometry of the molecule was estimated on the basis of single crystal X-ray diffraction data.