1-[2-[2-(2-Naphthalen-2-yloxyethoxy)ethoxy]ethyl]-4-[[5,11,17,23-tetratert-butyl-26,27,28-tris[[1-[2-[2-(2-naphthalen-2-yloxyethoxy)ethoxy]ethyl]triazol-4-yl]methoxy]-2,8,14,20-tetrathiapentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaen-25-yl]oxymethyl]triazole | 1363567-45-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-[2-[2-(2-Naphthalen-2-yloxyethoxy)ethoxy]ethyl]-4-[[5,11,17,23-tetratert-butyl-26,27,28-tris[[1-[2-[2-(2-naphthalen-2-yloxyethoxy)ethoxy]ethyl]triazol-4-yl]methoxy]-2,8,14,20-tetrathiapentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaen-25-yl]oxymethyl]triazole
• 英文别名: 1-[2-[2-(2-naphthalen-2-yloxyethoxy)ethoxy]ethyl]-4-[[5,11,17,23-tetratert-butyl-26,27,28-tris[[1-[2-[2-(2-naphthalen-2-yloxyethoxy)ethoxy]ethyl]triazol-4-yl]methoxy]-2,8,14,20-tetrathiapentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaen-25-yl]oxymethyl]triazole
• CAS: 1363567-45-6
• 化学式: C₁₁₆H₁₃₂N₁₂O₁₆S₄
• 分子量: 2078.66
• InChiKey: NXRVNVVVZMGMBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  22.3
• 重原子数：
  148
• 可旋转键数：
  56
• 环数：
  17.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  372
• 氢给体数：
  0
• 氢受体数：
  28

反应信息

• 作为产物：
  描述：

  2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)naphthalene 、 5,11,17,23-Tetra-tert-butyl-25,26,27,28-tetrapropynyloxy-2,8,14,20-tetrathiacalix[4]arene 在 copper(II) sulfate 、 sodium ascorbate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 以75%的产率得到1-[2-[2-(2-Naphthalen-2-yloxyethoxy)ethoxy]ethyl]-4-[[5,11,17,23-tetratert-butyl-26,27,28-tris[[1-[2-[2-(2-naphthalen-2-yloxyethoxy)ethoxy]ethyl]triazol-4-yl]methoxy]-2,8,14,20-tetrathiapentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaen-25-yl]oxymethyl]triazole
  参考文献：
  名称：

  A new Hg2+ fluorescent sensors based on 1,3-alternate thiacalix[4]arene (L) and the complex of [L+Hg2+] as turn-on sensor for cysteine

  摘要：

  A new thiacalix[4]arene derivative in a 1,3-alternate conformation bearing four naphthalene groups through crown-3 chains has been synthesized, which exhibits high selectivity toward Hg2+ by forming a 1:2 complex, among other metal ions (Na+, K+, Mg2+, Ba2+, Ca2+, Sr2+, Cs+, Mn2+, Fe2+, Cd2+, Co2+, Ni2+ Cu2+, Li+, and Zn2+) with a low detection limit (3.30x10(-7) M). The metal ion-binding properties were studied by fluorescence, AFM, and H-1 NMR spectroscopy. The in situ prepared [Hg2++L] complex shows well recognition ability for cysteine with a low detection limit (2.23x10(-7) M) through fluorescence turning on. The mechanism of fluorescence turning on is the host L releasing from [L+Hg2+] for [Cys+Hg2+] complex formed. Thus the paper reports secondary-sensor design: Hg2+ as a first sensor for [L+Hg2+] form, cysteine as a second sensor for Hg2+ releasing from the [L+Hg2+] complex after cysteine adding in. (C) 2012 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2012.01.010

文献信息

• A new Hg2+ fluorescent sensors based on 1,3-alternate thiacalix[4]arene (L) and the complex of [L+Hg2+] as turn-on sensor for cysteine
  作者：Fajun Miao、Junyan Zhan、Zhilong Zou、Deimei Tian、Haibing Li

  DOI：10.1016/j.tet.2012.01.010

  日期：2012.3

  A new thiacalix[4]arene derivative in a 1,3-alternate conformation bearing four naphthalene groups through crown-3 chains has been synthesized, which exhibits high selectivity toward Hg2+ by forming a 1:2 complex, among other metal ions (Na+, K+, Mg2+, Ba2+, Ca2+, Sr2+, Cs+, Mn2+, Fe2+, Cd2+, Co2+, Ni2+ Cu2+, Li+, and Zn2+) with a low detection limit (3.30x10(-7) M). The metal ion-binding properties were studied by fluorescence, AFM, and H-1 NMR spectroscopy. The in situ prepared [Hg2++L] complex shows well recognition ability for cysteine with a low detection limit (2.23x10(-7) M) through fluorescence turning on. The mechanism of fluorescence turning on is the host L releasing from [L+Hg2+] for [Cys+Hg2+] complex formed. Thus the paper reports secondary-sensor design: Hg2+ as a first sensor for [L+Hg2+] form, cysteine as a second sensor for Hg2+ releasing from the [L+Hg2+] complex after cysteine adding in. (C) 2012 Published by Elsevier Ltd.