1,1'-(6,6'-dimethoxy-1,1'-biphenyl-3,3'-diyl)diethanone | 23080-51-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,1'-(6,6'-dimethoxy-1,1'-biphenyl-3,3'-diyl)diethanone
• 英文别名: 1-[3-(5-Acetyl-2-methoxyphenyl)-4-methoxyphenyl]ethanone
• CAS: 23080-51-5
• 化学式: C₁₈H₁₈O₄
• 分子量: 298.339
• InChiKey: ZXTXHSLLTSDUFL-UHFFFAOYSA-N

物化性质

• 熔点：
  163-164 °C(Solv: methanol (67-56-1))
• 沸点：
  464.5±45.0 °C(Predicted)
• 密度：
  1.122±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,1'-(6,6'-dimethoxy-1,1'-biphenyl-3,3'-diyl)diethanone 在 sodium hydroxide 、 potassium permanganate 作用下， 生成 2,2'-Dimethoxy-biphenyl-dicarbonsaeure-(5,5')
  参考文献：
  名称：

  Kanakalakshmi,B.; Sethna,S., Journal of the Indian Chemical Society, 1969, vol. 46, # 5, p. 444 - 450

  摘要：

  DOI：
• 作为产物：
  描述：

  对甲氧基苯乙酮 生成 1,1'-(6,6'-dimethoxy-1,1'-biphenyl-3,3'-diyl)diethanone
  参考文献：
  名称：

  ARAPOV, O. V.;ZARUBIN, M. YA., XIMIYA DREVESINY, 1984, N 6, 70-77

  摘要：

  DOI：

文献信息

• Stereoselective oxazaborolidine–borane reduction of biphenyl alkyl diketones–lignin models: enantiopure dehydrodiapocynol derivatives
  作者：Giovanna Delogu、Maria Antonietta Dettori、Angela Patti、Sonia Pedotti、Alessandra Forni、Gianluigi Casalone

  DOI：10.1016/s0957-4166(03)00449-x

  日期：2003.8

  Asymmetric reduction of two conformationally flexible biphenyl alkyl diketones 9 and 10 with (R)-oxazaborolidine 3-borane system was successfully carried out and the corresponding biphenyl alcohols 11 and 12 were obtained in high yield and e.e. with predominance of the homochiral (S,S) dicarbinols. The absolute configuration of diastereopure dehydrodiapocynol derivative (S,S)-14 was assigned by crystallographic

  2个构象柔性联苯烷基二酮的不对称还原9和10与（[R）-oxazaborolidine 3 -硼烷系统成功地进行了与相应的联苯醇11和12以高收率和EE获得与纯手性的优势（小号，小号）双卡宾醇。通过晶体学分析确定了非对映体脱氢二嘧啶醇衍生物（S，S）-14的绝对构型，这证实了CBS催化的酮还原的已知立体化学过程，并提供了有关空间排列的有用信息。
• White-light emission from the quadruple-stranded dinuclear Eu(<scp>iii</scp>) helicate decorated with pendent tetraphenylethylene (TPE)
  作者：Yuying Li、Yanyan Zhou、Yuan Yao、Ting Gao、Pengfei Yan、Hongfeng Li

  DOI：10.1039/d1nj00700a

  日期：——

  The hybrid film doped with a quadruple-stranded Eu³⁺ helicate displayed tuneable emission and white light.

  掺杂四重螺旋Eu3+配位物的混合薄膜显示出可调发射和白光。
• Yamato, Takehiko; Maeda, Kenji; Kamimura, Hideo, Journal of Chemical Research, Miniprint, 1995, # 8, p. 1865 - 1889
  作者：Yamato, Takehiko、Maeda, Kenji、Kamimura, Hideo、Noda, Kozo、Tashiro, Masashi

  DOI：——

  日期：——
• 13C chemical shifts of symmetrically substituted biphenyls: Unambiguous signal assignment for the carbonsortho andpara to an aryl group
  作者：Karou Fuji、Toshihide Yamada、Eiichi Fujita

  DOI：10.1002/mrc.1270170406

  日期：1981.12

  AbstractThe natural abundance 13C NMR spectra of 2,2′‐dimethyl‐, 2,2′‐dimethoxy‐ and 2,2′‐dihydroxybiphenyls, and a series of 2,2′‐dimethoxy‐5,5′‐disubstituted biphenyls were recorded. Unambiguous signal assignments of the carbons ortho and para to an aryl ring in biphenyls were made by selective deuteration and/or the graphical method for 1H single frequency off‐resonance decoupled spectra. Contrary to the reported assignments, it was shown that the signal for C‐6 in 2,2′‐dimethylbiphenyl clearly appears at lower field than that for C‐4. The signals for the ortho carbons (C‐6) of 2,2′‐dimethoxy‐5,5′‐disubstituted biphenyls generally appeared at lower fields than those for the para carbons (C‐4). The validity of applying deuterium isotope shifts to the assignments of 13C chemical shifts of di‐ and tetra‐substituted biphenyls is also discussed.
• Stereoselective oxazaborolidine–borane reduction of biphenyl methyl diketones: influence of biphenyl substitution pattern
  作者：Giovanna Delogu、Maria Antonietta Dettori、Angela Patti、Sonia Pedotti

  DOI：10.1016/j.tet.2004.08.066

  日期：2004.11

  The stereoselective oxazaborolidine-borane reduction of biphenyl methyl diketones with different substitution patterns on the biaryl unit was investigated, with the aim to better rationalize the factors influencing the diastereo- and enantioselectivity of the reaction for this class of compounds. The observed stereoselectivity in the reduction of diketones 6 and 7, possessing a methoxy group in the meta position with respect to the carbonyl group, is clearly dependent on the experimental conditions. The presence of an asymmetric centre in the intermediate hydroxyketone influences the global stereoselectivity in the reduction of 5 and 6, as indicated from the different selectivity ratios determined for each step of reaction. (C) 2004 Elsevier Ltd. All rights reserved.