Highly twisted arenes by Scholl cyclizations with unexpected regioselectivity.
Anirban Pradhan, Pierre Dechambenoit, Harald Bock, Fabien Durola
Index: Angew. Chem. Int. Ed. Engl. 52th ed., 50 , 12582-12585, (2011)
Full Text: HTML
Abstract
Let's twist! The Scholl reaction with quinquephenyl derivatives has been shown to have an unexpectedly strong preference for forming twisted, helicene aromatic polycycles, instead of their flat counterparts. This tendency is so strong that it will overcome even severe steric hindrance, and the procedure can be used in the efficient synthesis of hexa-tert-butylhexabenzotriphenylene from a simple biaryl starting material (see scheme).Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Related Compounds
Related Articles:
Constructing Regioregular Star Poly(3-hexylthiophene) via Externally Initiated Kumada Catalyst-Transfer Polycondensation Yuan, M.; et al.
[ACS Macro Lett. 3rd ed., 1 , 392-395, (2012)]
Multifunctional electron-transporting indolizine derivatives for highly efficient blue fluorescence, orange phosphorescence host and two-color based white OLEDs Wan, J.; et al.
[J. Mater. Chem. 10th ed., 22 , 4502-4510, (2012)]
Energy transfer from fluorene-based conjugated polyelectrolytes to on-chain and self-assembled porphyrin units Marques, A. T.; et al.
[J. Polym. Sci. 7th ed., 50 , 1408-1417, (2012)]
Cross-Linked Core-Shell Nanoparticles Based on Amphiphilic Block Copolymers by RAFT Polymerization and Palladium-Catalyzed Suzuki Coupling Reaction Nakabayashi, K.; Oya, H.; Mori, H.
[Macromolecules 7th ed., 45 , 3197-3204, (2012)]
Cyclotricatechylene based porous crystalline material: Synthesis and applications in gas storage Yu, J-T.; et al.
[J. Mater. Chem. 12th ed., 22 , 5369-5373, (2012)]