Helicity induction in n-[(4-butyl)triphenylmethyl]methacrylamide sequence via radical copolymerization with chiral monomers

ABSTRACT The radical copolymerization of _N_-[(4-butyl)triphenylmethyl]methacrylamide (BuTrMAM) with optically active monomers, such as _N_-[(_R_)-(+)-1-(1-naphthyl)ethyl]methacrylamide,

_N_-[(_S_)-(−)-1-(1-naphthyl)ethyl]methacrylamide, _N_-((_S_)-(+)-1-cyclohexylethyl)methacrylamide, _N_-((_R_)-(−)-1-cyclohexylethyl)methacrylamide,

_N_-((_S_)-(−)-1-benzylpyrrolidin-3-yl)methacrylamide, and _N_-((_R_)-(+)-1-benzylpyrrolidin-3-yl)methacrylamide, was carried out. The optical activity of the obtained copolymers

significantly depended on the monomer contents. When the chiral monomer content was low in the copolymers, the chiral monomeric units were effective in inducing an excess of the one-handed

helix consisting of BuTrMAM monomeric sequences. The helicity induction was most effectively attained using _N_-[1-(1-naphthyl)ethyl]methacrylamide at low temperature. The chiroptical

properties and chiral recognition ability of the obtained copolymers were studied in detail. SIMILAR CONTENT BEING VIEWED BY OTHERS SCREW SENSE EXCESS AND REVERSALS OF HELICAL POLYMERS IN

SOLUTION Article Open access 29 March 2023 COMPETITION BETWEEN CHIRAL SOLVENTS AND CHIRAL MONOMERS IN THE HELICAL BIAS OF SUPRAMOLECULAR POLYMERS Article 30 November 2020 SYNTHESIS AND

CONTROLLED RADICAL POLYMERIZATION OF AXIALLY CHIRAL MONOMERS WITH A BINAPHTHYL SKELETON Article 13 August 2024 ARTICLE PDF REFERENCES * T. Nakano and Y. Okamoto, _Chem. Rev._, 101, 4013

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Graduate School of Engineering, Nagoya University, Furo-cho, Chikusa-ku, Nagoya, 464-8603, Japan A K M Fakhrul Azam & Masami Kamigaito * EcoTopia Science Institute, Nagoya University,

Furo-cho, Chikusa-ku, Nagoya, 464-8603, Japan Masashi Tsuji & Yoshio Okamoto Authors * A K M Fakhrul Azam View author publications You can also search for this author inPubMed Google

Scholar * Masami Kamigaito View author publications You can also search for this author inPubMed Google Scholar * Masashi Tsuji View author publications You can also search for this author

inPubMed Google Scholar * Yoshio Okamoto View author publications You can also search for this author inPubMed Google Scholar CORRESPONDING AUTHOR Correspondence to Yoshio Okamoto. RIGHTS

AND PERMISSIONS Reprints and permissions ABOUT THIS ARTICLE CITE THIS ARTICLE Azam, A., Kamigaito, M., Tsuji, M. _et al._ Helicity Induction in _N_-[(4-Butyl)triphenylmethyl]methacrylamide

Sequence _via_ Radical Copolymerization with Chiral Monomers. _Polym J_ 38, 1173–1181 (2006). https://doi.org/10.1295/polymj.PJ2006091 Download citation * Received: 08 August 2006 *

Accepted: 28 August 2006 * Published: 11 October 2006 * Issue Date: 01 November 2006 * DOI: https://doi.org/10.1295/polymj.PJ2006091 SHARE THIS ARTICLE Anyone you share the following link

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content-sharing initiative KEYWORDS * Helix-Sense-Selective * Copolymerization * Optically Active Polymer * Helicity * Chiral Recognition Ability * HPLC