Montes-Navajas Pedro, Corma Avelino, Garcia Hermenegildo
Instituto de Tecnologia Quimica, Universidad Politecnica de Valencia, Av. De los Naranjos s/n, 46022, Valencia, Spain.
Chemphyschem. 2008 Apr 4;9(5):713-20. doi: 10.1002/cphc.200700735.
Tricyclic basic dyes (proflavine, acridine orange, pyronine, pyronine Y, oxonine, thionine and methylene blue) often form one-to-one or two-to-one complexes with CB[7] and CB[8], respectively. In the case of pyronine Y, the complexes with CB[7] and CB[8] have a one-to-one and three-to-one stoichiometry, respectively. The binding constants for CB[7] complexes range from 3.07x10(6) to 1.70x10(7) m(-1). In the case of CB[8], the association constant varies between 3.24x10(13) and 2.50x10(16) m(-2). Overall, these binding constants are four orders of magnitude higher than those reported for the same dyes in beta and gamma-cyclodextrins. Formation of the host-guest complexes leads to an increase in the fluorescence quantum yields in the case of CB[7], while the dimeric or trimeric dye encapsulated in CB[8] are remarkably less fluorescent than the same dye in diluted solutions.
三环碱性染料(硫酸普罗黄素、吖啶橙、派洛宁、派洛宁Y、奥索宁、硫堇和亚甲蓝)通常分别与杯[7]和杯[8]形成1:1或2:1的配合物。对于派洛宁Y,其与杯[7]和杯[8]的配合物化学计量比分别为1:1和3:1。杯[7]配合物的结合常数范围为3.07×10⁶至1.70×10⁷ m⁻¹。对于杯[8],缔合常数在3.24×10¹³至2.50×10¹⁶ m⁻²之间变化。总体而言,这些结合常数比β和γ - 环糊精中相同染料报道的结合常数高四个数量级。主体 - 客体配合物的形成导致杯[7]情况下荧光量子产率增加,而包裹在杯[8]中的二聚体或三聚体染料的荧光明显低于稀释溶液中的相同染料。