A Novel, One-Pot Synthesis of Novel 3F, 5F, and 8F Aromatic Polymers
✍ Scribed by Adan M. Diaz; Mikhail G. Zolotukhin; Serguei Fomine; Roberto Salcedo; Octavio Manero; Gerardo Cedillo; Victor M. Velasco; Maria T. Guzman; Detlev Fritsch; Alexei F. Khalizov
- Publisher
- John Wiley and Sons
- Year
- 2007
- Tongue
- English
- Weight
- 190 KB
- Volume
- 28
- Category
- Article
- ISSN
- 1022-1336
No coin nor oath required. For personal study only.
✦ Synopsis
Abstract
A series of novel, linear, soluble, high‐molecular‐weight, fluorinated aromatic polymers has been obtained for the first time using a superacid‐catalyzed polyhydroxyalkylation reaction of fluorinated carbonyl‐containing compounds: 1,1,1,‐trifluoroacetone (1), 2,2,2‐trifluoroacetophenone (2), 2,3,4,5,6,‐pentafluorobenzaldehyde (3), and octafluoroacetophenone (4) with aromatic hydrocarbons such as biphenyl (a), phenyl ether (b), terphenyl (c), and 4,4′‐diphenoxybenzophenone (d). These Friedel‐Crafts‐type aromatic electrophilic substitution reactions are performed at room temperature in trifluoromethane sulfonic acid or in its mixtures with dichloromethane. The polymers obtained are soluble in common organic solvents, and colorless transparent films could be cast from the solutions. ^1^H and ^13^C NMR analyses of the polymers synthesized reveal their linear, highly regular structure. The polymers also possess high thermostability.
magnified image
📜 SIMILAR VOLUMES
New aromatic 3F polymers were obtained from condensations of 2,2,2-trifluoroacetophenone (1) with biphenyl (a), terphenyl (b), a mixture of biphenyl with terphenyl (ab), phenyl ether (c) and diphenoxybenzophenone (d). The reactions were performed at room temperature in the Brønsted superacid trifluo
A concise synthesis of 5-hydroxy-2,2-dimethyl-10-propyl-2H-pyrano[2,3-f ]chromen-8-one utilising a novel selective desulfonylation protocol is described. This method provides facile access to a key intermediate for the asymmetric synthesis of calanolide A.