2,2′-bis 4-methylbenzenesulfonamido azobenzene

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: 2,2′-bis 4-methylbenzenesulfonamido azobenzene
• 英文别名: 4-methyl-N-[2-[[2-[(4-methylphenyl)sulfonylamino]phenyl]diazenyl]phenyl]benzenesulfonamide
• 化学式: C₂₆H₂₄N₄O₄S₂
• 分子量: 520.633
• InChiKey: CFUSJNLMWCLQTR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  36
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  134
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2,2′-bis 4-methylbenzenesulfonamido azobenzene 在 二氢四氧代磷酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  具有磺酰胺基团的偶氮苯被绿色显影剂去质子化，用于水分检测和水喷射可重写纸

  摘要：

  近来，基于质子转移原理，由具有可电离氢原子的染料和去质子试剂组成的二元体系已成为一种重要的水刀可擦写纸（WJRP），用于节约纸张。本文设计了具有磺酰胺基团的偶氮染料 (2,2'-bis 4-methylbenzosulfonamido azobenzo, SA ) 来检测有机溶剂中的水分，并基于水诱导质子化制备深红色背景上带有黄色文字的 WJRP在被阴离子去质子化的偶氮染料的 N–H 之间（例如，H 2 PO 4 -和 OAc -）。阴离子染料与水反应后，去质子化物质的颜色和吸收光谱恢复到其原始状态。偶氮染料和阴离子的相互作用模式通过紫外-可见光滴定和1 H NMR 光谱验证。这些发现显示了发展丰富多彩、环境友好的 WJRP 的机会。

  DOI：

  10.1016/j.dyepig.2021.109764

文献信息

• Influence of structural and thermal factors on phenoxazinone synthase activities catalysed by coordinatively saturated cobalt(III) octahedral complexes bearing diazene–disulfonamide N⌃N⌃N chelators
  作者：Hammed Olawale Oloyede、Joseph Anthony Orighomisan Woods、Helmar Görls、Winfried Plass、Abiodun Omokehinde Eseola

  DOI：10.5802/crchim.15

  日期：——

  There are increasing efforts towards the development of new synthetic models that can mimic phenoxazinone synthase activity due to the important applications of several biomolecules bearing the phenoxazinone chromophore. However, deliberate studies of systematically varied coordination species for the knowledge of underlying molecular determinants of catalytic outcomes using fully characterized mimicking models are scarce. In this report, two new dianionic and synthetically obtained diazene-disulfonamide N<^>N<^>N chelators of the form RSO2-NH-Ph-N=N-Ph-NHSO2R (R AE methyl for 1 and tolyl for 2) are coordinatively self-assembled around cobalt(III) centres in the presence or absence of co-ligands (acetate, bipyridine, 4-dimethylaminopyridine and/or water) to obtain four new and structurally analysed complexes [Col(2)][Et3NH], Co1 center dot OAc center dot bpy, Co1 center dot OAc center dot bpy and Co2 center dot dmap center dot w, which are all found to be octahedral cobalt(III) polyhedra, distorted to varying extents, by using Continuous Shape Measurement calculations. Based on structural and thermal factors, it is observed that the trends of the phenoxazinone synthase mimicking activities by these complexes correlate with their inherent abilities to generate vacant coordination space for substrate-metal ion interactions. Finally, it is also observed that coordinative steric strains control catalytic trends among the complexes at low temperatures while susceptibility to thermal dissociations is the determinant at higher temperatures.