Unusual transformation of the diarylmethanol derivative into an unknown 1,2,3,6,7,10-hexahydroxylated anthracene system

被引：14
作者：
Balczewski, P
Koprowski, M
Bodzioch, A
Marciniak, B
Rózycka-Sokolowska, E
机构：
[1] Polish Acad Sci, Ctr Mol & Macromol Studies, Dept Heteroorgan Chem, PL-90363 Lodz, Poland
[2] Jan Dlugosz Univ Czestochowa, Inst Chem & Environm Protect, PL-42200 Czestochowa, Poland
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2006年 / 71卷 / 07期
关键词：
D O I：
10.1021/jo052599x
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
10-Benzyloxy-1,2,3-trimethoxy-6,7-(methylene-1,3-dioxy)anthracene as a potential material for molecular electronics was synthesized from the O-benzyl-protected diarylmethanol derivative containing the 1,3-dioxyethylene acetal function via a one-pot procedure under acidic conditions (1 N HCl, methanol, 60 h) in 60% yield. The replacement of methanol for benzene resulted in hydrolysis of the acetal function in 96% yield.
引用
收藏
页码：2899 / 2902
页数：4
相关论文
共 26 条
  • [1] Novel p- and n-type organic semiconductors with an anthracene unit
    Ando, S
    Nishida, J
    Fujiwara, E
    Tada, H
    Inoue, Y
    Tokito, S
    Yamashita, Y
    [J]. CHEMISTRY OF MATERIALS, 2005, 17 (06) : 1261 - +
  • [2] PHOTOCHEMICAL REACTIONS .1. NEW ROUTE TO TETRADEHYDROPODO-PHYLLOTOXIN, TAIWANIN E, AND RELATED COMPOUNDS
    ARNOLD, BJ
    MELLOWS, SM
    SAMMES, PG
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1973, (12): : 1266 - 1270
  • [3] Synthesis of t-butylated diphenylanthracene derivatives as blue host materials for OLED applications
    Balaganesan, B
    Shen, WJ
    Chen, CH
    [J]. TETRAHEDRON LETTERS, 2003, 44 (30) : 5747 - 5750
  • [4] Magnetic field effect on recombination light in anthracene crystal
    Belaid, R
    Barhoumi, T
    Hachani, L
    Hassine, L
    Bouchriha, H
    [J]. SYNTHETIC METALS, 2002, 131 (1-3) : 23 - 30
  • [5] PATTERNS IN HYDROGEN BONDING - FUNCTIONALITY AND GRAPH SET ANALYSIS IN CRYSTALS
    BERNSTEIN, J
    DAVIS, RE
    SHIMONI, L
    CHANG, NL
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1995, 34 (15) : 1555 - 1573
  • [6] AN ASYMMETRIC-SYNTHESIS OF (-)-DEOXYPODOPHYLLOTOXIN
    BOGUCKI, DE
    CHARLTON, JL
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (03) : 588 - 593
  • [7] Efficient green organic light-emitting diodes with stericly hindered coumarin dopants
    Chen, CH
    Tang, CW
    [J]. APPLIED PHYSICS LETTERS, 2001, 79 (22) : 3711 - 3713
  • [8] Optical and electroemission properties of thin films of supermolecular anthracene-based rotaxanes
    Gadret, G
    Ruani, G
    Cavallini, M
    Biscarini, F
    Murgia, M
    Zamboni, R
    Giro, G
    Cocchi, M
    Fattori, V
    Loontjens, T
    Thies, J
    Leigh, DA
    Morales, AF
    Mahrt, RF
    [J]. APPLIED SURFACE SCIENCE, 2001, 175 : 369 - 373
  • [9] GALLETTI CG, 1992, J ANAL APPL PYROL, V24, P139
  • [10] A versatile synthesis of fully aromatic benzo[c]phenanthridine alkaloids
    Geen, GR
    Mann, IS
    Mullane, MV
    McKillop, A
    [J]. TETRAHEDRON, 1998, 54 (33) : 9875 - 9894
123