Nickel complex-mediated synthesis of optically active wholly aromatic polyketones bearing 2,2′-dimethoxy-1,1′-binaphthyl-6,6′-ene units

被引：25

作者：

Maeyama, K ^{[1
]}

Ogura, K

Okamoto, A

Ogino, K

Saito, H

Yonezawa, N

机构：

[1] Tokyo Univ Agr & Technol, Grad Sch, Dept Organ & Polymer Mat Chem, Koganei, Tokyo 1848588, Japan

[2] Tokyo Univ Agr & Technol, Grad Sch Bioapplicat & Syst Engn, Koganei, Tokyo 1848588, Japan

来源：

POLYMER JOURNAL | 2005年 / 37卷 / 10期

关键词：

2,2 '-dimethoxybinaphthyl; nickel complex-mediated aromatic coupling polymerization; wholly aromatic polyketone; excellent solubility; optically active polyketones;

D O I：

10.1295/polymj.37.736

中图分类号：

O63 [高分子化学（高聚物）];

学科分类号：

070305 ; 080501 ; 081704 ;

摘要：

6,6'-Bis(chlorobenzoyl)-2,2'-dimethoxy-1,1'-binaphthyls 2a and 2b are prepared via P2O5-MsOH mediated regioselective diaroylation of 2,2'-dimethoxy-1,1'-binaphthyl (1). NiBr2/Zn-mediated aromatic coupling polymerization of 6,6-bis(chlorobenzoyl)-2,2'-dimethoxy-1,1'-binaphthyls 2 yields the corresponding wholly aromatic polyketones. When optically active bis(chlorobenzoylated) binaphthyls (2) are employed, optically active wholly aromatic polyketones 3 with large specific rotations, excellent thermal resistance, and excellent solubility to organic solvents are obtained.

引用

页码：736 / 741

页数：6

共 50 条

[1] Nickel Complex-Mediated Synthesis of Optically Active Wholly Aromatic Polyketones Bearing 2,2′-Dimethoxy-1,1′-binaphthyl-6,6′-ene Units
Katsuya Maeyama
Kashiko Ogura
Akiko Okamoto
Kenji Ogino
Hiromu Saito
Noriyuki Yonezawa
Polymer Journal, 2005, 37 : 736 - 741
[2] Synthesis of Optically Active Aromatic Ether Ketone Macrocycles Containing 2,2'-Dimethoxy-1,1'-binaphthyl-6,6'-diyl Moieties
Maeyama, Katsuya
Yamashita, Kenji
Maeda, Shugo
Yonezawa, Noriyuki
Aikawa, Shunichi
Yoshida, Yasuhiko
SYNTHETIC COMMUNICATIONS, 2009, 39 (23) : 4158 - 4170
[3] Synthesis of water-soluble wholly aromatic polyketones bearing 1,1′-binaphthyl-6,6′-diyl units
Maeyama, Katsuya
Kumagai, Hiroaki
REACTIVE & FUNCTIONAL POLYMERS, 2015, 93 : 18 - 21
[4] Synthesis of thermally stable, wholly aromatic polyketones with 2,2′-dimethoxy-1,1′-binaphthyl-6,6′-diyl units through nanosized-palladium-cluster-catalyzed Suzuki-Miyaura coupling polymerization
Maeyama, Katsuya
Suzuki, Masanori
Tsukamoto, Tadashi
Higashibayashi, Shuhei
Sakurai, Hidehiro
REACTIVE & FUNCTIONAL POLYMERS, 2014, 79 : 24 - 28
[5] Synthesis of optically active aromatic poly(ether ketone)s containing 2,2′-bis (4-benzoylphenoxy)-1,1′-binaphthyl-6,6′-ene backbones
Maeyama, K
Maeda, S
Ogino, K
Saito, H
Yonezawa, N
REACTIVE & FUNCTIONAL POLYMERS, 2005, 65 (03): : 229 - 237
[6] Access to optically active 2,2′-dihydroxy-6,6′-dimethoxy-1,1′-biphenyl by a simple biocatalytic procedure
Sanfilippo, C
Nicolosi, G
Delogu, G
Fabbri, D
Dettori, MA
TETRAHEDRON-ASYMMETRY, 2003, 14 (21) : 3267 - 3270
[7] Optically Active Helical Polymer From Anionic Polymerization of (S)-6-Acrylyl-2,2′-dimethoxy-1,1′-binaphthyl
Chen, Yehui
Yang, Liwen
Yang, Nianfa
Yang, Zhusheng
JOURNAL OF MACROMOLECULAR SCIENCE PART A-PURE AND APPLIED CHEMISTRY, 2014, 51 (08): : 633 - 638
[8] Electrophilic aromatic aroylation polycondensation synthesis of wholly aromatic polyketone composed of 2,2′-dimethoxy-1,1′-binaphthylylene moiety
Okamoto, Akiko
Mitsui, Ryosuke
Maeyama, Katsuya
Saito, Hiromu
Oike, Hideaki
Murakami, Yoshihiko
Yonezawa, Noriyuki
REACTIVE & FUNCTIONAL POLYMERS, 2007, 67 (11): : 1243 - 1251
[9] Synthesis and characterization of optically active cyclic 6,6'-dinitro-1,1'- binaphthyl-2,2'-diethers
Van, Es, J. J. G. S.
Biemans, H. A. M.
Meijer, E. W.
Tetrahedron: Asymmetry, 8 (11):
[10] Synthesis and characterization of optically active cyclic 6,6'-dinitro-1,1'-binaphthyl-2,2'-diethers
vanEs, JJGS
Biemans, HAM
Meijer, EW
TETRAHEDRON-ASYMMETRY, 1997, 8 (11) : 1825 - 1831

← 1 2 3 4 5 →