Palladium-mediated polymerization of cyclic diazoketones

被引：30
|
作者：
Ihara, Eiji [1 ]
Hiraren, Toshimitsu [1 ]
Itoh, Tomomichi [1 ]
Inoue, Kenzo [1 ]
机构：
[1] Ehime Univ, Venture Business Lab, Grad Sch Sci & Engn, Dept Mat Sci & Biotechnol, Matsuyama, Ehime 7908577, Japan
来源：
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY | 2008年 / 46卷 / 05期
关键词：
copolymerization; cyclic diazoketone; monomers; poly(substituted methylene) synthesis; transition metal chemistry;
D O I：
10.1002/pola.22504
中图分类号：
O63 [高分子化学（高聚物）];
学科分类号：
070305 ; 080501 ; 081704 ;
摘要：
Palladium-mediated polymerization of cyclic diazoketones was investigated. Although cyclic diazoketones 1a,b derived from cyclohexanone and 1-tetralone did not homopolymerize, they can be used as a comonomer for copolymerization with polymerizable acyclic diazoketones. On the other hand, an alpha,beta-unsaturated cyclic diazoketone 2a prepared from 2-cyclohexen-1-one polymerized to give a polymer poly2a' with M-n = 1400 in a 23.8% yield. Addition of some nucleophiles to C=C bond in poly2a' was carried out. Copolymerization of 2a and its dimethyl-substituted analogues 2b,c with acyclic diazoketones was also investigated. (C) 2008 Wiley Periodicals, Inc.
引用
收藏
页码：1638 / 1648
页数：11
相关论文
共 50 条
  • [1] First synthesis of poly(acylmethylene)s via palladium-mediated polymerization of diazoketones
    Ihara, E
    Fujioka, M
    Haida, N
    Itoh, T
    Inoue, K
    MACROMOLECULES, 2005, 38 (06) : 2101 - 2108
  • [2] Palladium-mediated Polymerization of Diazoacetamides
    Eiji Ihara
    Toshimitsu Hiraren
    Tomomichi Itoh
    Kenzo Inoue
    Polymer Journal, 2008, 40 : 1094 - 1098
  • [3] Palladium-mediated Polymerization of Diazoacetamides
    Ihara, Eiji
    Hiraren, Toshimitsu
    Itoh, Tomomichi
    Inoue, Kenzo
    POLYMER JOURNAL, 2008, 40 (11) : 1094 - 1098
  • [4] Polymeric palladium-mediated carbene polymerization
    Li, Feifei
    Xiao, Longqiang
    Liu, Lijian
    POLYMER CHEMISTRY, 2015, 6 (34) : 6163 - 6170
  • [5] Palladium-Mediated Remote Functionalization in γ- and ε-Arylations and Alkenylations of Unblocked Cyclic Enones
    Saini, Gaurav
    Mondal, Arpan
    Kapur, Manmohan
    ORGANIC LETTERS, 2019, 21 (22) : 9071 - 9075
  • [6] HIGHLY REGIOSELECTIVE PALLADIUM-MEDIATED SUBSTITUTION OF ALLYLIC AND DIENYLIC CYCLIC CARBONATES
    KANG, SK
    PARK, DC
    JEON, JH
    RHO, HS
    YU, CM
    TETRAHEDRON LETTERS, 1994, 35 (15) : 2357 - 2360
  • [7] PALLADIUM-MEDIATED INSERTIVE BEHAVIOR
    Ritter, Steve
    CHEMICAL & ENGINEERING NEWS, 2010, 88 (23) : 41 - 41
  • [8] Palladium-Mediated Organofluorine Chemistry
    Albeniz, Ana C.
    Casares, Juan A.
    ADVANCES IN ORGANOMETALLIC CHEMISTRY, VOL 62, 2014, 62 : 1 - 110
  • [9] Organoaluminum-mediated polymerization of diazoketones
    Ihara, Eiji
    Kida, Masami
    Itoh, Tomomichi
    Inoue, Kenzo
    JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2007, 45 (22) : 5209 - 5214
  • [10] Palladium-mediated intracellular chemistry
    Yusop, Rahimi M.
    Unciti-Broceta, Asier
    Johansson, Emma M. V.
    Sanchez-Martin, Rosario M.
    Bradley, Mark
    NATURE CHEMISTRY, 2011, 3 (03) : 239 - 243
12345