Helix-sense-selective Polymerization of Substituted Acetylenes by Using an Isolated Rh Chiral Initiator with an Amino Acid Ligand

被引：19

作者：

Zang, Yu ^{[1
]}

Ohishi, Tomoyuki ^{[1
]}

Aoki, Toshiki ^{[1
]}

Teraguchi, Masahiro ^{[1
]}

Kaneko, Takashi ^{[1
]}

机构：

[1] Niigata Univ, Grad Sch Sci & Technol, Nishi Ku, Niigata 9502181, Japan

来源：

CHEMISTRY LETTERS | 2013年 / 42卷 / 04期

关键词：

2; HYDROXY-GROUPS; ASYMMETRIC POLYMERIZATION; RADICAL POLYMERIZATION; POLYMERS; PHENYLACETYLENE; MECHANISM; CONFORMATION; MONOMERS; CARBODIIMIDES; CATALYSTS;

D O I：

10.1246/cl.121295

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Helix-sense-selective polymerization (HSSP) of substituted acetylenes by using an isolated chiral Rh initiator with an amino acid ligand has been achieved. The sense of the helix of the main chain of the resulting polymer was controlled by the sign of the chirality of the ligand. The isolated initiator needed less of the chiral ligand and gave polymers having a higher [theta] value than the two component chiral initiator systems we reported previously. The resulting polymers had a higher M-w.

引用

页码：430 / 432

页数：3

共 36 条

[1] Helical Polyacetylene: Asymmetric Polymerization in a Chiral Liquid-Crystal Field [J].

Akagi, Kazuo .

CHEMICAL REVIEWS, 2009, 109 (11) :5354-5401

[2] Helix-sense-selective polymerization of phenylacetylene having two hydroxy groups using a chiral catalytic system [J].

Aoki, T ;

Kaneko, T ;

Maruyama, N ;

Sumi, A ;

Takahashi, M ;

Sato, T ;

Teraguchi, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (21) :6346-6347

[3] ENANTIOSELECTIVE POLYMERIZATIONS OF ACHIRAL ISOCYANIDES - PREPARATION OF OPTICALLY-ACTIVE HELICAL POLYMERS USING CHIRAL NICKEL-CATALYSTS [J].

DEMING, TJ ;

NOVAK, BM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (20) :7926-7927

[4] Helix-Sense-Selective Polymerization of Achiral Bis(hydroxymethyl)phenylacetylenes Bearing Alkyl Groups of Different Lengths [J].

Hadano, Shingo ;

Kishimoto, Takuya ;

Hattori, Tomonori ;

Tanioka, Daisuke ;

Teraguchi, Masahiro ;

Aoki, Toshiki ;

Kaneko, Takashi ;

Namikoshi, Takeshi ;

Marwanta, Edy .

MACROMOLECULAR CHEMISTRY AND PHYSICS, 2009, 210 (09) :718-727

[5] Stereospecific radical polymerization of N-triphenylmethylmethacrylamides leading to highly isotactic helical polymers [J].

Hoshikawa, N ;

Hotta, Y ;

Okamoto, Y .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (41) :12380-12381

[6] Rhodium/Chiral Diene-Catalyzed Asymmetric Cyclopolymerization of Achiral 1,8-Diynes [J].

Ichikawa, Yoshitaka ;

Nishimura, Takahiro ;

Hayashi, Tamio .

ORGANOMETALLICS, 2011, 30 (08) :2342-2348

[7] Rh-mediated polymerization of carbenes: Mechanism and stereoregulation [J].

Jellema, Erica ;

Budzelaar, Peter H. M. ;

Reek, Joost N. H. ;

de Bruin, BAs .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (37) :11631-11641

[8] Two Modes of Asymmetric Polymerization of Phenylacetylene Having a L-Valinol Residue and Two Hydroxy Groups [J].

Jia, Hongge ;

Teraguchi, Masahiro ;

Aoki, Toshiki ;

Abe, Yunosuke ;

Kaneko, Takashi ;

Hadano, Shingo ;

Namikoshi, Takeshi ;

Marwanta, Edy .

MACROMOLECULES, 2009, 42 (01) :17-19

[9] Rh-Catalyzed Polymerization of Phenylacetylene: Theoretical Studies of the Reaction Mechanism, Regioselectivity, and Stereoregularity [J].

Ke, Zhuofeng ;

Abe, Satoshi ;

Ueno, Takafumi ;

Morokuma, Keiji .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (20) :7926-7941

[10] Chiral solvation as a means to quantitatively characterize preferential solvation of a helical polymer in mixed solvents [J].

Khatri, CA ;

Pavlova, Y ;

Green, MM ;

Morawetz, H .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (30) :6991-6995

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