Permethylated 6I-alkenoylamino-6I-deoxy β-cyclodextrin derivatives as modifiers of photoluminescence sensor response of porous silicon

被引:0
作者
Tomáš Trojan
Jindřich Jindřich
Vladimír Vrkoslav
Ivan Jelínek
Juraj Dian
机构
[1] Charles University in Prague,Department of Organic and Nuclear Chemistry
[2] Charles University in Prague,Department of Analytical Chemistry
[3] Charles University in Prague,Department of Chemical Physics and Optics
来源
Journal of Inclusion Phenomena and Macrocyclic Chemistry | 2007年 / 57卷
关键词
β-cyclodextrin; Photoluminescence; Porous silicon; Chemosensor;
D O I
暂无
中图分类号
学科分类号
摘要
A set of permethylated 6I-(ω-alkenoyl)-6I-amino-6I-deoxy-β-cyclodextrin derivatives with different chain length of the alkenoyl group (used as a spacer) was synthesized. These derivatives were attached by photochemically activated hydrosilylation reaction to the surface of porous silicon. Photoluminescence response of the modified PS to controlled concentrations of various molecules in gas phase revealed strong host-guest interactions between β-cyclodextrin and the detected molecules. The strongest interaction was observed for aromatic molecules, which have the optimal size to fit into the β-cyclodextrin molecular cavity.
引用
收藏
页码:343 / 348
页数:5
相关论文
共 58 条
  • [1] Ueno A.(1990)Molecular recognition study on supramolecular systems. 20. Molecular recognition and enantioselectivity of aliphatic alcohols by Ltryptophan-modified β-cyclodextrin J. Org. Chem. 64 605-608
  • [2] Minato S.(2004)Highly selective sensing of lead ion based on α-, β-, γ-, and δ-tetrakis(3,5-dibromo-2-hydroxylphenyl)porphyrin β-CD inclusion komplex Anal. Chim. Acta 525 97-103
  • [3] Suzuki I.(1984)New synthetic tricks - triphenylphosphine-mediated amide formation from carboxylic-acids and azides Tetrahedron Lett. 25 4841-4844
  • [4] Fukushima M.(1999)Silicon-carbon bonds on porous silicon surfaces Adv. Mater. 11 265-267
  • [5] Ohkubo M.(2002)6 Org. Syn. 77 220-222
  • [6] Osa T.(2001)- J. Am. Chem. Soc. 123 12488-12494
  • [7] Hamada F.(2005)-Toluenesulfonyl-β-cyclodextrin Mat. Sci. Eng. C 25 645-649
  • [8] Murai K.(1998)Cyclodextrin dimers as cleavable carriers of photodynamic sensitizers Helv. Chim. Acta 81 632-645
  • [9] Liu Y.(1998)Photoluminescence from porous silicon impregnated with cobalt phthalocyanine J. Org. Chem. 63 9069-9075
  • [10] Han B.H.(undefined)Synthesis and study of new β-cyclodextrin ‘dimers’ having a metal coordination center and carboxamide or urea linkers undefined undefined undefined-undefined