| 1386379-80-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• CAS: 1386379-80-1
• 化学式: C₄₇H₃₆N₄O₂Zn
• 分子量: 754.218
• InChiKey: OJGUCPIFAFXBBI-KZMQZOIASA-N

反应信息

• 作为反应物：
  描述：

  、 异丙基溴化镁 在 三氟甲磺酸三甲基硅酯 作用下， 以 水 为溶剂， 以50%的产率得到meso-tetraphenyl-2-oxa-3,3-diisopropylchlorin
  参考文献：
  名称：

  meso-Aryl-3-alkyl-2-oxachlorins

  摘要：

  The formal replacement of a pyrrole moiety of meso-tetraarylporphyrin 1 by an oxazole moiety is described. The key step is the conversion of porpholactones 4 (prepared by a known two-step oxidation procedure from 1) by addition of alkyl Grignard reagent to form meso-tetraaryl-3-alkyl-2-oxachlorins 9 (alkyloxazolochlorins.; alkyl = Me, Et, iPr). Hemiacetal 9 can be converted to an acetal, reduced to an ether, or converted to bis-alkyloxazolochlorins 11. The optical properties (UV-visible and fluorescence spectroscopy) are described. The chlorin-like optical properties of the alkyloxazolochlorins are compared to regular chlorins, such as 2,3-dihydroxychlorins and nonalkylated oxazolochlorins made by reduction from porpholactone 4. The conformations of the mono- and bis-alkylated 2-oxachlorins, as determined by single crystal X-ray diffractometry, are essentially planar, thus proving that their optical properties are largely due to their intrinsic electronic properties and not affected by conformational effects. The mono- and bis-3-alkyl-2-oxachlorins are a class of readily prepared and oxidatively stable chlorins.

  DOI：

  10.1021/jo300964v