1H NMR spectral evidence for a specific host-guest complexation induced charge localization in squaraine dyes

被引:19
作者
Ajayaghosh, A [1 ]
Arunkumar, E [1 ]
机构
[1] CSIR, Reg Res Lab, Div Chem Sci, Photosci & Photon Unit, Trivandrum 695019, Kerala, India
关键词
D O I
10.1021/ol050612u
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Experimental support is provided for the charge localization in squaraines, a class of fundamentally and technologically important organic dyes, by H-1 NMR analysis through a host-guest complexation approach. Specific binding of Ca2+ ions to the squaraine 2 with a podand sidearm resulted in a charge-localized structure 2a with dramatic shifts and resolution of the proton signals when compared to those of 2.
引用
收藏
页码:3135 / 3138
页数:4
相关论文
共 29 条
  • [1] Donor-acceptor type low band gap polymers: polysquaraines and related systems
    Ajayaghosh, A
    [J]. CHEMICAL SOCIETY REVIEWS, 2003, 32 (04) : 181 - 191
  • [2] Ajayaghosh A, 2002, ANGEW CHEM INT EDIT, V41, P1766, DOI 10.1002/1521-3773(20020517)41:10<1766::AID-ANIE1766>3.0.CO
  • [3] 2-4
  • [4] A novel approach toward low optical band gap polysquaraines
    Ajayaghosh, A
    Eldo, J
    [J]. ORGANIC LETTERS, 2001, 3 (16) : 2595 - 2598
  • [5] Andrews J. H., 1995, Nonlinear Optics, Principles, Materials, Phenomena and Devices, V10, P227
  • [6] Selective calcium ion sensing with a bichromophoric squaraine foldamer
    Arunkumar, E
    Ajayaghosh, A
    Daub, J
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (09) : 3156 - 3164
  • [7] A controlled supramolecular approach toward cation-specific chemosensors: Alkaline earth metal ion-driven exciton signaling in squaraine tethered podands
    Arunkumar, E
    Chithra, P
    Ajayaghosh, A
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (21) : 6590 - 6598
  • [8] STRONG 2ND-HARMONIC GENERATION FROM CENTROSYMMETRIC DYES
    ASHWELL, GJ
    JEFFERIES, G
    HAMILTON, DG
    LYNCH, DE
    ROBERTS, MPS
    BAHRA, GS
    BROWN, CR
    [J]. NATURE, 1995, 375 (6530) : 385 - 388
  • [9] AN MNDO AND CNDO/S(S + DES CI) STUDY ON THE STRUCTURAL AND ELECTRONIC-PROPERTIES OF A MODEL SQUARAINE DYE AND RELATED CYANINE
    BIGELOW, RW
    FREUND, HJ
    [J]. CHEMICAL PHYSICS, 1986, 107 (2-3) : 159 - 174
  • [10] Redox-switchable squaraines with extended conjugation
    Buschel, M
    Ajayaghosh, A
    Arunkumar, E
    Daub, J
    [J]. ORGANIC LETTERS, 2003, 5 (17) : 2975 - 2978