C-methyl-tetrabromo-tetrakis-P-(dimethylaminodioxaphosphocin)-calix[4]resorcinarene | 277298-00-7

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: C-methyl-tetrabromo-tetrakis-P-(dimethylaminodioxaphosphocin)-calix[4]resorcinarene
• 英文别名: C-Methyl-tetrabrom-tetrakis-P-(dimethylaminodioxaphosphocin)-calix[4]resorcinaren (germ.)
• CAS: 277298-00-7
• 化学式: C₄₀H₄₄Br₄N₄O₈P₄
• 分子量: 1152.32
• InChiKey: MPRNRLNSTDLTAR-GYDIPRBRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.9
• 重原子数：
  60.0
• 可旋转键数：
  4.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  86.8
• 氢给体数：
  0.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  二氯甲烷 、 C-methyl-tetrabromo-tetrakis-P-(dimethylaminodioxaphosphocin)-calix[4]resorcinarene 、 (tetrahydrothiophene)gold(I) chloride 以 二氯甲烷 为溶剂， 以>99的产率得到
  参考文献：
  名称：

  新型杯[4]间苯二酚的立体选择性合成及结构。Tetrakis(O,O-Phosphorus)桥接杯[4]间苯二酚与重金属原子的络合

  摘要：

  The acid-catalyzed (with HCl) condensation reactions of resorcinol (1) with 1-naphthaldehyde (2) and isobutyraldehyde (3) furnished the tetrameric macrocyclic compounds 4 and 6. Detailed NMR-investigations of the acetylated tetrameric species 5 surprisingly support a structure not in agreement with the expected all-cis conformation. The chair conformation (C-2h symmetry) of the acetylated derivative 5 was established through a crystal X-ray diffraction study. The naphthyl substituents are arranged in trans position above and below the plant made up by the resorcinol units. The reaction of resorcinol 1 with isobutyaldehyde, in accord with expectation, led to the calix[4]resorcinaren (6). The H-1 NMR spectra of compound 6 and 7 appeared at room temperature as broad signals, indicating a conformation of Ct, symmetry The reaction of the C-methyl-tetrakis-P-(chlorodioxaphosphocin)-calix[4]resorcinarenes (8) and (10) with suitable N-trimethylsilyl organic amines were conducted in tetrahydrofuran suspension, furnishing the P-N-substituted calix[4]resorcinarenes (9) and (11). While in the complexation of C-methyl-tetrabromotetrakis-P-(dimethylaminodioxaphosphocin)-calix[4]resorcinarene (13) with (tht)AuCl (tht = tetrahydrothiophene) the expected, neutral tetra-substituted complex 15 was formed, the reaction of 13 with moist acetonitrile led to the anionic atomic framework 14. X-ray structure determinations of the complexes 14 and 15 show that both possess the cone conformation. In the gold complex 151 the Au-CI groups form a loose aggregate, with three Au Cl contacts of 316-340 pm; one of the groups points towards the centre of the cone. The copper(I) complex 14 displays crystallographic mirror symmetry, with a central Cu-4 Cl-5 unit involving tetrahedrally coordinated copper.

  DOI：

  10.1002/(sici)1521-3749(200005)626:5<1246::aid-zaac1246>3.0.co;2-f