(S,S)-1,4-di-O-tosyl-2,3-O-isopropyl-indene-L-threitol

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S,S)-1,4-di-O-tosyl-2,3-O-isopropyl-indene-L-threitol
• 英文别名: [(4S,5S)-2,2-dimethyl-5-(4-methylphenyl)sulfonyloxy-1,3-dioxolan-4-yl] 4-methylbenzenesulfonate
• 化学式: C₁₉H₂₂O₈S₂
• 分子量: 442.511
• InChiKey: MCKDCHIKVUQUBH-ROUUACIJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  122
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  5,10,15,20-tetrakis(2,6-bis(hydroxy)phenyl)porphyrin 、 (S,S)-1,4-di-O-tosyl-2,3-O-isopropyl-indene-L-threitol 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 以60.2%的产率得到
  参考文献：
  名称：

  Self assembly assisted preparation of a homochiral porphyrin

  摘要：

  The multiple alkylation of porphyrin 3 by four equivalents of the homochiral ditosylthreitol 4 proceeded in high yields, and only one of the two possible isomers was formed. The crystal structure of the product 5 suggests that that this novel phenomenon is a consequence of conformational changes, induced by the first alkylation. The formation of the first bridge completely eliminates the possibility of obtaining one of the isomers, while at the same time it seems to assist in the formation of the other isomer in a self assembly fashion. (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00058-4

文献信息

• Pyrene-Containing <i>ortho</i>-Oligo(phenylene)ethynylene Foldamer as a Ratiometric Probe Based on Circularly Polarized Luminescence
  作者：Pablo Reiné、Jose Justicia、Sara P. Morcillo、Sergio Abbate、Belen Vaz、María Ribagorda、Ángel Orte、Luis Álvarez de Cienfuegos、Giovanna Longhi、Araceli G. Campaña、Delia Miguel、Juan M. Cuerva

  DOI：10.1021/acs.joc.8b00162

  日期：2018.4.20

  In this manuscript, we report the first synthesis of an organic monomolecular emitter, which behaves as a circularly polarized luminescence (CPL)-based ratiometric probe. The enantiopure helical ortho-oligo(phenylene)-ethynylene (o-OPE) core has been prepared by a new and efficient macrocyclization reaction. The combination of such o-OPE helical skeleton and a pyrene couple leads to two different CPL emission features in a single structure whose ratio linearly responds to silver(I) concentration.