Synthesis and Diels-Alder reactions of 2-(buta-1,3-dien-2-yl)-5, 10,15,20-tetraphenylporphyrin

被引:16
作者
Alonso, CMA [1 ]
Neves, MGPMS [1 ]
Tomé, AC [1 ]
Silva, AMS [1 ]
Cavaleiro, JAS [1 ]
机构
[1] Univ Aveiro, Dept Quim, P-3810193 Aveiro, Portugal
关键词
porphyrins; extrusion reactions; dienes; Diels-Alder reactions; Heck reactions;
D O I
10.1016/S0040-4039(00)00923-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new method for the introduction of a buta-1,3-dien-2-yl group in a beta-position of a porphyrin is described. The new beta-dienic porphyrin was used in Diels-Alder reactions with several dienophiles giving the corresponding adducts in good yields. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:5679 / 5682
页数:4
相关论文
共 9 条
  • [1] Reaction of beta-amino-meso-tetraphenylporphyrin with alpha beta-unsaturated carbonyl compounds: An approach to fused pyridinoporphyrins
    Alonso, CMA
    Neves, MGPMS
    Silva, AMS
    Cavaleiro, JAS
    Hombrecher, HK
    [J]. TETRAHEDRON LETTERS, 1997, 38 (15) : 2757 - 2758
  • [2] Ludtke K, 1997, HETEROCYCL COMMUN, V3, P503
  • [3] METALLOPORPHYRINS AS VERSATILE CATALYSTS FOR OXIDATION REACTIONS AND OXIDATIVE DNA CLEAVAGE
    MEUNIER, B
    [J]. CHEMICAL REVIEWS, 1992, 92 (06) : 1411 - 1456
  • [4] Nakano A, 1998, ANGEW CHEM INT EDIT, V37, P3023, DOI 10.1002/(SICI)1521-3773(19981116)37:21<3023::AID-ANIE3023>3.0.CO
  • [5] 2-A
  • [6] meso-tetraarylporphyrins as dipolarophiles in 1,3-dipolar cycloaddition reactions
    Silva, AMG
    Tomé, AC
    Neves, MGPMS
    Silva, AMS
    Cavaleiro, JAS
    [J]. CHEMICAL COMMUNICATIONS, 1999, (17) : 1767 - 1768
  • [7] Porphyrin-based photosensitizers for use in photodynamic therapy
    Sternberg, ED
    Dolphin, D
    Brückner, C
    [J]. TETRAHEDRON, 1998, 54 (17) : 4151 - 4202
  • [8] meso-arylporphyrins as dienophiles in Diels-Alder reactions: A novel approach to the synthesis of chlorins, bacteriochlorins and naphthoporphyrins
    Tome, AC
    Lacerda, PSS
    Neves, MGPMS
    Cavaleiro, JAS
    [J]. CHEMICAL COMMUNICATIONS, 1997, (13) : 1199 - 1200
  • [9] A MOLECULAR PHOTONIC WIRE
    WAGNER, RW
    LINDSEY, JS
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (21) : 9759 - 9760