1,3,3-trimethyl-6'-nitro-8'-hydroxymethyl-spiro-(2'-H,1'-benzopyran-2,2'-indoline) | 16247-73-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 1,3,3-trimethyl-6'-nitro-8'-hydroxymethyl-spiro-(2'-H,1'-benzopyran-2,2'-indoline)
• 英文别名: 8'-Hydroxymethyl-6'-nitro-1,3,3-trimethyl-indolin<2-spiro-2'>2H-1-benzopyran；(1',3',3'-trimethyl-6-nitro-1',3'-dihydro-spiro[chromene-2,2'-indol]-8-yl)-methanol；(1',3',3'-Trimethyl-6-nitrospiro[chromene-2,2'-indole]-8-yl)methanol
• CAS: 16247-73-7
• 化学式: C₂₀H₂₀N₂O₄
• 分子量: 352.39
• InChiKey: LEYGDLFMNKEVSY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  26
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  78.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,3,3-trimethyl-6'-nitro-8'-hydroxymethyl-spiro-(2'-H,1'-benzopyran-2,2'-indoline) 、 5,11,17,23-tert-butyl-25,27-bis(chlorocarbonylmethoxy)-26,28-hydroxycalix[4]arene 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 生成 5,11,17,23-tetra-tert-butyl-25,27-bis(1',3',3'-trimethyl-6-nitrospiro-[2-H-1-benzopyran-2,2'-indoline]-8-methoxycarbonylmethoxy)-26,28-dihydroxycalix[4]arene
  参考文献：
  名称：

  Photochromism of a novel spiropyran derivative based on calix[4]arenes

  摘要：

  A novel spiropyran derivative carrying a calix[4]arene group has been synthesized through incorporating two spirobenzopyran groups into one 1,3-substituent calix[4]arene derivative. Photochromic properties were studied under alternate irradiation of ultraviolet light and visible light in acetonitrile. Addition of metal ions (such as Mg2+, Ca2+, EU3+) decreased the first-order thermal decoloration rate constants to different extent. The colored forms of the compound are more stable than the parent 1',3',3-trimethyl-6-nitro-8-methanolspirobenzopyran. It provides a method of increasing stability of the merocyanine forms which are of high importance for applications of photochromic materials, especially in the presence of Eu3+. The compound may be applied as photochromic materials for its high thermal stability of colored forms. (C) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2004.11.003

文献信息

• A selective colorimetric chemosensor for lanthanide ions
  作者：Zhilian Liu、Lin Jiang、Zhi Liang、Yunhua Gao

  DOI：10.1016/j.tet.2006.01.073

  日期：2006.4

  The synthesis and complexing properties of a calix[4]arene derivate (6) carrying two spirobenzopyran moieties are described. The addition of lanthanide ions resulted in significant UV-vis spectral shifts (68-84 nm) in visible region. It indicates that the synthetic receptor can recognize lanthanide ions by naked eyes over other cations including Na+, K+, Mg2+, Ca2+, Fe3+, CU2+ and Zn2+. The mechanism of recognition was studied with H-1 NMR, UV-vis spectra and emission spectra. The receptor may be applied to sense lanthanide ions. (c) 2006 Elsevier Ltd. All rights reserved.
• Photo-switchable molecular devices based on metal-ionic recognition
  作者：Zhilian Liu、Lin Jiang、Zhi Liang、Yunhua Gao

  DOI：10.1016/j.tetlet.2004.11.164

  日期：2005.1

  A novel calix[4]arene derivative, bearing two spirobenzopyran moieties in the lower rim, can recognize lanthanide ions. Alternating irradiation with ultraviolet and visible light controls the ligand-to-metal charge transfer (LMCT) and energy transfer of the host-Eu3+ complexes. Thus. fluorescence of Eu3+ can be switched on and off through light. The system may be applied as molecular logic switches. (C) 2004 Elsevier Ltd. All rights reserved.
• US5551973A
  申请人：——

  公开号：US5551973A

  公开（公告）日：1996-09-03
• US5593486A
  申请人：——

  公开号：US5593486A

  公开（公告）日：1997-01-14
• US5633109A
  申请人：——

  公开号：US5633109A

  公开（公告）日：1997-05-27