Synthesis of a Fluorine‐Containing Cis‐Cisoidal One‐Handed Helical Polyphenylacetylene and Application of Highly Selective Photocyclic Aromatization Product on Oxygen Permselective Membrane. Issue 8 (28th March 2015)

• Record Type: Journal Article
• Authors: Zang, Yu; Yin, Guanwu; Aoki, Toshiki; Teraguchi, Masahiro; Kaneko, Takashi; Ma, Liqun; Jia, Hongge
• Is Part Of: Chirality. Volume 27:Issue 8(2015)
• Page Start: 459
• Page End: 463
• Publication Date: 2015-03-28
• Subjects: Chirality -- Periodicals; Pharmaceutical chemistry -- Periodicals; 541.22
• DOI: 10.1002/chir.22441
• Languages: English
• ISSNs: 0899-0042

Abstract

<abstract abstract-type="main"> <title>Abstract</title> <p>A novel phenylacetylene monomer having a perfluorinated alkyl group (<bold>M-F</bold>) was synthesized and polymerized in a chiral catalytic system to yield a one‐handed helical polymer. The ability and efficiency of the chiral induction of the fluorine‐containing monomer in the helix‐sense‐selective <named-content content-type="reactionType" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink">polymerization</named-content> (HSSP) was much higher than those of a monomer having the corresponding alkyl group (<bold>M-H</bold>) we reported before. The resulting polymer <bold>P-F</bold> showed cis‐cisoidal one‐handed helical conformation, and was suitable for highly selective photocyclic <named-content content-type="reactionType" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink">aromatization</named-content> (SCAT) to give a 2D surface modifier (<bold>T-F</bold>). Oxygen permselectivity through a base polymer membrane was highly enhanced from 1.83 to 2.36 by adding a small amount (1–5 wt%) of the 2D surface modifier <bold>T-F</bold>. The improvement was thought to be caused by improvement of solution selectivity on the membrane surface which the 2D surface modifier effectively covered. <italic>Chirality 27:459–463, 2015</italic>. © 2015 Wiley Periodicals, Inc.</p> </abstract>