562836-64-0Relevant articles and documents
Mechanochemical Grignard Reactions with Gaseous CO2 and Sodium Methyl Carbonate**
Pfennig, Victoria S.,Villella, Romina C.,Nikodemus, Julia,Bolm, Carsten
supporting information, (2022/01/22)
A one-pot, three-step protocol for the preparation of Grignard reagents from organobromides in a ball mill and their subsequent reactions with gaseous carbon dioxide (CO2) or sodium methyl carbonate providing aryl and alkyl carboxylic acids in up to 82 % yield is reported. Noteworthy are the short reaction times and the significantly reduced solvent amounts [2.0 equiv. for liquid assisted grinding (LAG) conditions]. Unexpectedly, aryl bromides with methoxy substituents lead to symmetric ketones as major products.
Direct 3-Acylation of Indolizines by Carboxylic Acids for the Practical Synthesis of Red Light-Releasable Caged Carboxylic Acids
Watanabe, Kenji,Terao, Nodoka,Niwa, Takashi,Hosoya, Takamitsu
, p. 11822 - 11834 (2021/07/31)
To enhance the practicality of photouncaging system using 3-acyl-2-methoxyindolizines, direct acylation of indolizines with carboxylic acids was developed using condensation reagents, generally used for peptide coupling. This method allowed for caging a broad range of carboxylic acids with indolizines. The method enabled a facile synthesis of water-soluble caged bioactive carboxylic acids having an intramolecular photosensitizer. The efficient release of carboxylic acids from the synthesized caged compounds upon red light irradiation was confirmed in neutral buffered solutions.
Mirror Symmetry Breaking and Network Formation in Achiral Polycatenars with Thioether Tail
Alaasar, Mohamed,Darweesh, Ahmed F.,Cai, Xiaoqian,Liu, Feng,Tschierske, Carsten
, p. 14921 - 14930 (2021/10/14)
Mirror symmetry breaking in systems composed of achiral molecules is of importance for the design of functional materials for technological applications as well as for the understanding of the mechanisms of spontaneous emergence of chirality. Herein, we report the design and molecular self-assembly of two series of rod-like achiral polycatenar molecules derived from a π-conjugated 5,5’-diphenyl-2,2’-bithiophene core with a fork-like triple alkoxylated end and a variable single alkylthio chain at the other end. In both series of liquid crystalline materials, differing in the chain length at the trialkoxylated end, helical self-assembly of the π-conjugated rods in networks occurs, leading to wide temperature ranges (>200 K) of bicontinuous cubic network phases, in some cases being stable even around ambient temperatures. The achiral bicontinuous cubic Ia (Formula presented.) d phase (gyroid) is replaced upon alkylthio chain elongation by a spontaneous mirror symmetry broken bicontinuous cubic phase (I23) and a chiral isotropic liquid phase (Iso1[*]). Further chain elongation results in removing the I23 phase and the re-appearance of the Ia (Formula presented.) d phase with different pitch lengths. In the second series an additional tetragonal phase separates the two cubic phase types.
