Control of Helical Sense and Tightness of Amino Acid-Based Poly(N-propargylamide) by Temperature and Solvents

✍ Scribed by Haichao Zhao; Fumio Sanda; Toshio Masuda

• Publisher: John Wiley and Sons
• Year: 2005
• Tongue: English
• Weight: 307 KB
• Volume: 206
• Category: Article
• ISSN: 1022-1352
• DOI: 10.1002/macp.200500129

✦ Synopsis

Abstract

Summary: Poly(N‐(α‐tert‐butoxycarbonyl)‐L‐aspartic acid β‐cyclohexyl ester N′‐propargylamide) [poly(1)] was synthesized by the polymerization of the corresponding monomer 1 catalyzed by (nbd)Rh^+^[η^6^‐C~6~H~5~B^−^(C~6~H~5~)~3~] in CH~2~Cl~2~ at 30 °C for 2 h. Poly(1) was soluble in CH~2~Cl~2~, CHCl~3~, THF, and partly soluble in DMF. The specific rotation, CD, and UV‐vis spectroscopic data revealed that poly(1) exists in a helical structure in CH~2~Cl~2~, CHCl~3~, CHCl~3~/DMF, and CHCl~3~/MeOH. Poly(1) underwent thermo‐ and solvent‐driven switch of helical sense, accompanying the change of tightness.

Schematic representation of the synthesis of the here discussed L‐aspartic acid‐based novel polyacetylene.

imageSchematic representation of the synthesis of the here discussed L‐aspartic acid‐based novel polyacetylene.