Ladderization of polystyrene derivatives by palladium-catalyzed polymer direct arylation

被引:4
|
作者
Takagi, Koji [1 ]
Tanaka, Hidetoshi [1 ]
Mikami, Koichiro [2 ]
机构
[1] Nagoya Inst Technol, Grad Sch Engn, Showa Ku, Nagoya, Aichi 4668555, Japan
[2] Sagami Chem Res Inst, Hayakawa 2743-1, Ayase, Kanagawa 2521193, Japan
基金
日本学术振兴会;
关键词
C-H ARYLATION; DIRECT (HETERO)ARYLATION; OPTICAL-PROPERTIES; LADDER POLYMERS; POLY(P-PHENYLENE); ARENES; POLYCONDENSATION; OLIGOTHIOPHENE; CHROMOPHORES; CYCLIZATION;
D O I
10.1039/c9py00359b
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Ladderization of polystyrene derivatives successfully proceeded by palladium-catalyzed polymer direct arylation in the presence of a phosphine ligand and pivalic acid using poly(2-bromostyrene) as a prepolymer, in which the polymer tacticity had little influence on the reaction efficiency. The reaction mechanism was supported by theoretical calculation in detail. The optical and thermal properties of pseudo-ladderized polystyrene suggested enhanced chain rigidity.
引用
收藏
页码:2647 / 2652
页数:6
相关论文
共 50 条
  • [21] Palladium-Catalyzed Direct Arylation of Pyrazole Derivatives: A Green Access to 4-Arylpyrazoles
    Fall, Yacoub
    Doucet, Henri
    Santelli, Maurice
    SYNTHESIS-STUTTGART, 2010, (01): : 127 - 135
  • [22] Palladium-Catalyzed Direct Arylation of Free NH2-Substituted Thiophene Derivatives
    Derridj, Fazia
    Roger, Julien
    Djebbar, Safia
    Doucet, Henri
    ORGANIC LETTERS, 2010, 12 (19) : 4320 - 4323
  • [23] USE OF NaOH AS A NEW ACTIVATOR FOR THE PALLADIUM-CATALYZED DIRECT CH ARYLATION OF THIAZOLE DERIVATIVES
    Miyaoku, Takayuki
    Mori, Atsunori
    HETEROCYCLES, 2009, 77 (01) : 151 - 155
  • [24] Palladium-catalyzed α-arylation of sulfoximines
    Cho, GY
    Bolm, C
    ORGANIC LETTERS, 2005, 7 (07) : 1351 - 1354
  • [25] Palladium-Catalyzed Arylation of Fluoroalkylamines
    Brusoe, Andrew T.
    Hartwig, John F.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2015, 137 (26) : 8460 - 8468
  • [26] PALLADIUM-CATALYZED ARYLATION OF DIALKYLPHOSPHITE
    NOVIKOVA, ZS
    DEMIN, NN
    AGARKOV, AY
    BELETSKAYA, IP
    ZHURNAL ORGANICHESKOI KHIMII, 1995, 31 (01): : 142 - 142
  • [27] Palladium-catalyzed α-arylation of esters
    Moradi, WA
    Buchwald, SL
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (33) : 7996 - 8002
  • [28] Palladium-catalyzed α-arylation of esters
    Buchwald, S.L., 1600, American Chemical Society (123):
  • [29] PALLADIUM-CATALYZED ARYLATION OF ETHYLENE
    PLEVYAK, JE
    HECK, RF
    JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (12): : 2454 - 2460
  • [30] Palladium-catalyzed arylation of butadiynes
    Dyker, G
    Borowski, S
    Henkel, G
    Kellner, A
    Dix, I
    Jones, PG
    TETRAHEDRON LETTERS, 2000, 41 (43) : 8259 - 8262