Zn(II)-5-[4-(hydroxymethyl)phenyl]-10,15,20-tri-ptolylporphyrin | 784151-82-2

• 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: Zn(II)-5-[4-(hydroxymethyl)phenyl]-10,15,20-tri-ptolylporphyrin
• CAS: 784151-82-2
• 化学式: C₄₈H₃₆N₄OZn
• 分子量: 750.23
• InChiKey: JXLXOIHROCKGCW-NHZJRHMYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.0
• 重原子数：
  54.0
• 可旋转键数：
  5.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  74.21
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  Zn(II)-5-[4-(hydroxymethyl)phenyl]-10,15,20-tri-ptolylporphyrin 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以254 mg的产率得到5-(4-hydroxymethylphenyl)-10,15,20-tris(4-methylphenyl)porphyrin
  参考文献：
  名称：

  B,B-Diporphyrinbenzyloxy-BODIPY Dyes: Synthesis and Antenna Effect

  摘要：

  B,B-Diporphyrinbenzyloxy-BODIPY derivatives have been prepared in high yields, and the photophysical properties are reported. Singlet energy transfers from BODIPY to the porphyrin units have been analyzed.

  DOI：

  10.1021/jo3000833
• 作为产物：
  描述：

  对醛基苯甲酸 在 lithium aluminium tetrahydride 、 三氟化硼乙醚 、 sodium acetate 、 zinc(II) acetate dihydrate 作用下， 以 四氢呋喃 、 甲醇 、 氯仿 为溶剂， 反应 6.67h， 生成 Zn(II)-5-[4-(hydroxymethyl)phenyl]-10,15,20-tri-ptolylporphyrin
  参考文献：
  名称：

  B,B-Diporphyrinbenzyloxy-BODIPY Dyes: Synthesis and Antenna Effect

  摘要：

  B,B-Diporphyrinbenzyloxy-BODIPY derivatives have been prepared in high yields, and the photophysical properties are reported. Singlet energy transfers from BODIPY to the porphyrin units have been analyzed.

  DOI：

  10.1021/jo3000833

文献信息

• Nearly Chromatography-Free Synthesis of the A₃B-Porphyrin 5-(4-Hydroxymethylphenyl)-10,15,20-tri-<i>p</i>-tolylporphinatozinc(II)
  作者：Syeda Huma H. Zaidi、Robert S. Loewe、Brad A. Clark、Marc J. Jacob、Jonathan S. Lindsey

  DOI：10.1021/op0502553

  日期：2006.3.1

  to give the dipyrromethane (versus 100 equiv previously), (ii) 1,9-diacylation of a dipyrromethane using the hindered Grignard reagent 2,6-dimethylphenylmagnesium bromide and p-toluoyl chloride to give the 1,9-diacyl versus 1-acyl products in >10:1 ratio (versus 4:1 using EtMgBr), (iii) isolation of the dibutyltin complex of the 1,9-diacyldipyrromethane from the crude reaction mixture by direct crystallization

  合成卟啉具有不同介孔取代基的合理途径通常已在中等规模（<1 g量）下实施。在A 3 B-卟啉5-（4-羟甲基苯基）-10,15,20-三- p -tolylporphinatozinc（II）（Zn的1）是必需的多克量的在信息存储应用可能的商业用途。Zn-1的合成是通过5-（4-羟甲基苯基）二吡咯甲烷与1,9-二-对-甲苯基-5- p衍生的二甲醇反应而进行的-甲苯基吡咯甲烷。对导致二吡咯甲烷和二吡咯甲烷-二甲醇的步骤进行了四项改进：（i）在醛的缩合反应中使用50当量的吡咯得到二吡咯甲烷（之前为100当量），（ii）1,9-使用受阻的格氏试剂2,6-二甲基苯基溴化镁和对甲苯甲酰氯对二吡咯甲烷进行二酰化反应，从而以> 10：1的比例得到1,9-二酰基对1-酰基的产物（使用EtMgBr则为4：1），（iii ）通过使用甲醇/甲基叔丁基酯直接结晶从粗反应混合物中分离出1,9-二酰基二吡咯甲烷的二丁
• Porphyrin Architectures Tailored for Studies of Molecular Information Storage
  作者：Carole M. Carcel、Joydev K. Laha、Robert S. Loewe、Patchanita Thamyongkit、Karl-Heinz Schweikart、Veena Misra、David F. Bocian、Jonathan S. Lindsey

  DOI：10.1021/jo0498260

  日期：2004.10.1

  A molecular approach to information storage employs redox-active molecules tethered to an electroactive surface. Zinc porphyrins tethered to Au(111) or Si(100) provide a benchmark for studies of information storage. Three sets of porphyrins have been synthesized for studies of the interplay of molecular design and charge-storage properties: (1) A set of porphyrins is described for probing the effect of surface attachment atom on electron-transfer kinetics. Each porphyrin bears a meso-CH2X group for surface attachment where X = OH, SAc, or SeAc. (2) A set of porphyrins is described for studying the effect of surface-charge density in monolayers. Each porphyrin bears a benzyl alcohol for surface attachment and three nonlinking meso substituents of a controlled degree of bulkiness. (3) A set of porphyrins is described that enables investigation of on-chip patterning of the electrolyte. Each porphyrin bears a formyl group distal to the surface attachment group for subsequent derivatization with a molecular entity that comprises the electrolyte. Taken together, this collection of molecules enables a variety of studies to elucidate design issues in molecular-based information storage.