2,2,4-Triphenyl-naphthalenon | 121507-65-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 2,2,4-Triphenyl-naphthalenon
• 英文别名: 2,2,4-Triphenylchromene
• CAS: 121507-65-1
• 化学式: C₂₇H₂₀O
• 分子量: 360.455
• InChiKey: ZUYGPRUHGMYTKI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1,1,3-三苯基-2-丙炔醇 以 various solvent(s) 为溶剂， 反应 0.33h， 生成 2,2,4-Triphenyl-naphthalenon
  参考文献：
  名称：

  克莱森重排法合成黄酮-3-烯的新方法

  摘要：

  1-芳基丙-2-炔基芳基醚（）在N，N-二乙基苯胺/邻二氯苯中进行容易的Claisen重排，从而以高收率得到黄三烯。

  DOI：

  10.1016/s0040-4039(00)82458-2

文献信息

• Relay Rhodium(I)/Acid Catalysis for Rapid Access to Benzo‐2 <i>H</i> ‐Pyrans and Benzofurans
  作者：Huilong Zhu、Qianqian Zhou、Na Liu、Junhao Xing、Weijun Yao、Xiaowei Dou

  DOI：10.1002/adsc.202200024

  日期：2022.3.15

  Relay rhodium(I)/Brønsted acid catalysis for tandem arylation−cyclization reaction was developed. Chemodivergent syntheses of benzo-2H-pyrans and benzofurans from propargyl alcohols and ortho-hydroxylated arylboronic acids were achieved under this relay catalysis system. An ortho-hydroxy effect on changing the chemoselectivity and reactivity was observed.

  开发了用于串联芳基化-环化反应的中继铑（I）/布朗斯台德酸催化。在该中继催化体系下，实现了由炔丙基醇和邻羟基化芳基硼酸化学分散合成苯并-2 H-吡喃和苯并呋喃。观察到邻羟基对改变化学选择性和反应性的影响。
• The Action of Lithium Aluminum Hydride and Organometallic Reagents on 4-Hydroxycoumarin¹
  作者：Jeremiah P. Freeman、M. Frederick Hawthorne

  DOI：10.1021/ja01595a029

  日期：1956.7
• Time-Resolved Absorption Studies on the Photochromic Process of 2H-Benzopyrans in the Picosecond to Submillisecond Time Domain
  作者：Yoichi Kodama、Takakazu Nakabayashi、Katsunori Segawa、Emi Hattori、Masako Sakuragi、Nobuyuki Nishi、Hirochika Sakuragi

  DOI：10.1021/jp002032e

  日期：2000.12.1

  Picosecond to submillisecond photochromic reactions of 2,4-diphenyl-2H-benzopyran and 2,2,4-triphenyl2H-benzopyran have been investigated by time-resolved absorption spectroscopy. The C-O bond cleavage of the benzopyrans (closed forms) occurs via the first excited singlet state within 2 ps to produce vibrationally excited open forms in the ground electronic state. In the subnanosecond to submillisecond time domain, several decay components with almost the same spectral profiles are observed. These components are assigned to respective stereoisomers with respect to two double bonds and one single bond of the open enone forms. From the pump-laser power dependencies of the yields of the open forms, it is suggested that the photocleavage gives at first only the open forms revertible to the closed form by a single-bond rotation, and that the photoexcitation of the first generated open forms gives rise to other open forms which need a double-bond rotation for reversion to the closed form. The photochromic reactions of a series of 2H-benzopyrans bearing substituents on the pyran ring have also been studied using nanosecond time-resolved absorption spectroscopy. The size of a substituent in the 4-position fairly affects the rate constants of the thermal reversion of the open form to the closed form.
• The Reaction between Lactones and the Grignard Reagent. II. On the Intermediate Stages of the Reaction
  作者：T. A. Geissman、Erwin Baumgarten

  DOI：10.1021/ja01251a032

  日期：1943.11
• Heilbron et al., Journal of the Chemical Society, 1931, p. 1701,1702
  作者：Heilbron et al.

  DOI：——

  日期：——