104934-54-5Relevant articles and documents
Cobalt-Catalyzed Reductive Alkylation of Heteroaryl Bromides: One-Pot Access to Alkylthiophenes, -furans, -selenophenes, and -pyrroles
Cai, Deng-Jhou,Lin, Po-Han,Liu, Ching-Yuan
supporting information, p. 5448 - 5452 (2015/08/24)
A practical and convenient Co-catalyzed alkylation method for the facile introduction of various alkyl chains into organic electronically significant heteroaryl compounds, including thiophenes, furans, selenophenes, and pyrroles, is reported. Under well-optimized reaction conditions, a wide range of alkylated heteroaryl compounds have beeen efficiently prepared in moderate to good isolated yields. Notably, 2- or 3-alkylthiophenes, which play a decisive role in polymer chemistry and organic materials, have been synthesized step-economically for the first time by this reductive-coupling methodology using inexpensive cobalt salts as catalysts. This straightforward synthetic procedure avoids the preparation of moisture-unstable organometallic reagents (RMgX or RZnX) required in conventional alkylation protocols. Various alkyl chains have been introduced into organic, electronically important heteroaryl compounds step-economically through Co-catalyzed reductive alkylation reactions. The resulting alkylheteroarenes are indispensable building blocks for polymer chemistry and π-functional organic materials.
Transition between triangular and square tiling patterns in liquid-crystalline honeycombs formed by tetrathiophene-based bolaamphiphiles
Cheng, Xiaohong,Gao, Hongfei,Tan, Xiaoping,Yang, Xueyan,Prehm, Marko,Ebert, Helgard,Tschierske, Carsten
, p. 3317 - 3331 (2013/07/26)
A series of 5,5′′′-diphenyl tetrathiophenes with polar glycerol groups at each end and two lateral flexible chains self-assemble into a series of liquid-crystalline honeycombs, formed by the π-conjugated rods which enclose polygonal prismatic cells filled by the lateral chains. With increasing chain length a discontinuous transition from triangular to square honeycombs takes place. At this transition a periodic honeycomb composed of a mixture of square and triangular cells in a ratio 1:2 was formed at low temperature, whereas at higher temperature a hexagonal columnar phase composed of triangular and randomly distributed rhombic cells, a new kind of cybotactic nematic phase, and also a cybotactic isotropic phase, both composed of square honeycomb fragments, represent the intermediate states. This provides an example of a dynamic self-assembled system where, depending on the molecular mobility, the transition between two periodic structures with different symmetry either leads to an increase of complexity, or to a chaotic regime with reduced order.
Liquid-crystalline triangle honeycomb formed by a dithiophene-based X-shaped bolaamphiphile
Cheng, Xiaohong,Dong, Xing,Wei, Guanghui,Prehm, Marko,Tschierske, Carsten
supporting information; scheme or table, p. 8014 - 8017 (2010/02/27)
Soft supramolecular triangles: The molecule shown displays a new liquid-crystalline phase formed by a periodic array of triangular cylinders. The cylinders are fused to form a honeycomb by hydrogen-bonding networks running along the vertices, and the cells are filled by molten alkyl chains. The thickness of the walls separating the compartments is equal to the width of the π-conjugated rods.