2-(BIPHENYL-4-YL)-5-PHENYL-1,3,4-OXADIAZOLE (PBD) - ELECTROPHILIC 4'-SUBSTITUTION AND FOLLOWING TRANSFORMATIONS

被引:4
|
作者
KURFURST, A [1 ]
LHOTAK, P [1 ]
NADENIK, P [1 ]
RACLOVAPAVLIKOVA, F [1 ]
KUTHAN, J [1 ]
机构
[1] PRAGUE INST CHEM TECHNOL, CENT LABS, CS-16628 PRAGUE 6, CZECHOSLOVAKIA
关键词
D O I
10.1135/cccc19911495
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
PBD was converted into 4'-substituted derivatives I-XII using usual electrophilic reagents. The decompositions of PBD, 4'-acetyl derivative I and 4'-nitro derivative VI with hydroiodic acid gave 4'-substituted 4-biphenylcarboxylic acids XIIIa-XIIIc and benzoic acid, respectively. The regioselectivity of the reactions was also proved by means of high resolution NMR spectroscopy.
引用
收藏
页码:1495 / 1504
页数:10
相关论文
共 50 条
  • [1] SYNTHESIS OF 2-(4'-ARYLAMINOSULFONYLBIPHENYL-4-YL)-5-PHENYL-1,3,4-OXADIAZOLE
    KURFURST, A
    NADENIK, P
    COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1991, 56 (09) : 1974 - 1976
  • [2] PHOTOPHYSICS OF PBD DERIVATIVES .2. THE CHARACTER OF THE LOWEST EXCITED TRIPLET-STATE OF 2-(BIPHENYL-4'-YL)-5-PHENYL-1,3,4-OXADIAZOLE
    LUNAK, S
    NEPRAS, M
    HRDINA, R
    KURFURST, A
    KUTHAN, J
    CHEMICAL PHYSICS, 1993, 170 (01) : 77 - 80
  • [3] 2-(3-benzyloxy-4-methoxyphenyl)-5-phenyl-1,3,4-oxadiazole
    Shang, ZH
    Li, W
    Wang, SQ
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2005, 61 : O704 - O705
  • [4] Polymeric alkoxy PBD [2-(4-biphenylyl)-5-phenyl-1,3,4-oxadiazole] for light-emitting diodes
    Wang, CS
    Kilitziraki, M
    Pålsson, LO
    Bryce, MR
    Monkman, AP
    Samuel, IDW
    ADVANCED FUNCTIONAL MATERIALS, 2001, 11 (01) : 47 - 50
  • [5] Polymeric alkoxy PBD [2-(4-biphenylyl)-5-phenyl-1,3,4-oxadiazole] for light-emitting diodes
    Wang, Changsheng
    Kilitziraki, Mary
    Pålsson, Lars-Olof
    Bryce, Martin R.
    Monkman, Andrew P.
    Samuel, Ifor D. W.
    2001, Wiley-VCH Verlag (11):
  • [6] THE SYNTHETIC USE OF 2-(4'-ACETYLBIPHENYL-4-YL)-5-PHENYL-1,3,4-OXADIAZOLE FOR PREPARATION OF NEW HETEROCYCLIC LUMINOPHORES
    LHOTAK, P
    KURFURST, A
    NADENIK, P
    COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1992, 57 (02) : 385 - 392
  • [7] 2-[3,4-Dibutoxy-5-(5-phenyl-1,3,4-oxadiazol-2-yl)-2-thienyl]-5-phenyl-1,3,4-oxadiazole
    Li, Hai-lin
    Zeng, Hai-su
    Kang, Si-shun
    Wang, Hai-bo
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2008, 64 : O1419 - U1615
  • [8] 2-[4-Acetyl-5-(biphenyl-4-yl)-4,5-dihydro-1,3,4-oxadiazol-2-yl]phenyl acetate
    Yehye, Wagee A.
    Ariffin, Azhar
    Rahman, Noorsaadah Abdul
    Ng, Seik Weng
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2010, 66 : O878 - U2713
  • [9] (Biphenyl-4-yl)[2-(4-methylbenzoyl)phenyl]methanone
    Silambarasan, V.
    Srinivasan, T.
    Sivasakthikumaran, S.
    Mohanakrishnan, A. K.
    Velmurugan, D.
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2011, 67 : O3276 - U625
  • [10] 2-(pyrazol-4-yl)-5-phenyl-1,3,4-thiadiazoles
    Shokol, TV
    Semenyuchenko, VV
    Khilya, VP
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 2005, (05): : 781 - 787