P-1-(4',6'-dimethyl-2'-hydroxyphenyl)-2-methylnaphthalene | 252202-11-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: P-1-(4',6'-dimethyl-2'-hydroxyphenyl)-2-methylnaphthalene
• 英文别名: 3,5-Dimethyl-2-(2-methylnaphthalen-1-yl)phenol
• CAS: 252202-11-2
• 化学式: C₁₉H₁₈O
• 分子量: 262.351
• InChiKey: NVDBTXLAIFTRQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  P-1-(4',6'-dimethyl-2'-hydroxyphenyl)-2-methylnaphthalene 在 三乙烯二胺 、 palladium diacetate 、 N,N-二异丙基乙胺 、 1,4-双(二苯基膦)丁烷 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 6.5h， 生成 P-1-(4',6'-dimethyl-2'-diphenylphosphanylphenyl)-2-methylnaphthalene
  参考文献：
  名称：

  Atropo-enantioselective synthesis of an axially chiral C1-symmetric phosphine ligand and its application in the asymmetric hydrosilylation of styrenes

  摘要：

  The axially chiral monodentate phosphine P-8 was synthesized in enantiomerically pure form, starting from the readily available, configurationally unstable lactone 1. Furthermore, its application as a ligand in the Pd-catalyzed stereoselective hydrosilylation of styrenes was investigated. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00299-2
• 作为产物：
  描述：

  (±)-1,3-dimethyl-6H-benzo[b]naphtho[1,2-d]pyranone 在 palladium on activated charcoal lithium aluminium tetrahydride 、 三氯化铝 、 氢气 、 sodium hydride 、 caesium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 丙酮 为溶剂， 反应 161.5h， 生成 P-1-(4',6'-dimethyl-2'-hydroxyphenyl)-2-methylnaphthalene
  参考文献：
  名称：

  Atropo-Diastereoselective Cleavage of Configurationally Unstable Biaryl Lactones with Alkali Metal Activated Primary 1-Arylethylamines

  摘要：

  The atropo-diastereoselective cleavage of lactone-bridged and thus configurationally unstable biaryls with chiral metal-activated 1-arylethylamines gives axially chiral biaryl amides in good yields and high atropo-diastereomeric ratios of up to 95:5. In this methodology, even the minor not desired rotational isomer can be recycled literally by recyclization back to the configurationally unstable lactone, and renewed stereoselective cleavage. Furthermore, by the use of the corresponding enantiomer of the N-nucleophile, the enantiomeric biaryl product is also attainable from the same lactone precursor ("atropo-divergence"). In addition, several methods have been developed to transform the amide function into a methyl or an aminomethylene group. All these options further enlarge the scope and the utility of the method elaborated.

  DOI：

  10.1002/(sici)1521-3765(19991001)5:10<3029::aid-chem3029>3.0.co;2-5