2-(4'-cyanophenyl)-2-(4''-methoxyphenyl)propane | 129970-63-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(4'-cyanophenyl)-2-(4''-methoxyphenyl)propane
• 英文别名: 4-[2-(4-Methoxyphenyl)propan-2-yl]benzonitrile
• CAS: 129970-63-4
• 化学式: C₁₇H₁₇NO
• 分子量: 251.328
• InChiKey: RASXPSSNSUQWNI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  33
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-羟基-2-(4-溴苯基)丙烷 在 甲烷磺酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 2-(4'-cyanophenyl)-2-(4''-methoxyphenyl)propane
  参考文献：
  名称：

  Comparison between SiMe₂ and CMe₂ Spacers as σ-Bridges for Photoinduced Charge Transfer

  摘要：

  The potential of dimethylsilylene and isopropylidene sigma-spacers as bridges for photoinduced charge transfer (CT) in 4-cyano-4'-(dimethylamino)- and 4-cyano-4'-methoxy-substituted diphenyldimethylsilanes and 2,2-diphenylpropanes was studied. Fluorescence solvatochromism and time-resolved microwave conductivity measurements show that upon photoexcitation a charge separated state (D(.+)sigma A(.-))* is populated in all compounds. Excited state dipole moments for a given donor-acceptor combination are, irrespective of the bridge, equal. The CT states of the silanes are however lying at lower energies, implying that the presence of silicon thermodynamically facilitates the CT process. Cyclic voltammetry data of model compounds show that this is a consequence of the lowering of the acceptor reduction potential by the silicon bridge. It was however inferred from radiative decay rates that the electronic coupling between the CT and locally excited states as well as the coupling between the ground and CT state is larger for the carbon-bridged compounds. As shown by both solution and solid state electronic spectra and radiative decay rates, the photophysics of the D sigma A compounds are dominated by intensity borrowing of the CT transitions from transitions localized in the D sigma and sigma A chromophores.

  DOI：

  10.1021/ja960546e

文献信息

• Dicyanobenzene sensitized carbon-carbon bond cleavage in methoxybicumenes. Products and mechanistic studies
  作者：Przemyslaw Maslak、William H. Chapman

  DOI：10.1016/s0040-4020(01)88366-6

  日期：1990.1

  Radical cations of p-methoxy-p-X-bicumenes generated by ET to excited-state dicyanobenzene undergo rapid irreversible C-C bond scission giving cumyl cations and radicals. The photoefficiency of the process (Φ = 0.13 for X = MeO, Φ< 0.005 for X = CN) and the fate of the radicals produced depends strongly on substitution.

  由ET生成的对甲氧基-pX-双碳二烯的自由基阳离子到激发态的二氰基苯经历快速不可逆的CC键断裂，产生枯基阳离子和自由基。该过程的光效率（对于X = MeO，Φ= 0.13；对于对于X = CN，Φ<0.005）和产生的自由基的命运在很大程度上取决于取代。
• Sulfonamides as new hydrogen atom transfer (HAT) catalysts for photoredox allylic and benzylic C–H arylations
  作者：Hirotaka Tanaka、Kentaro Sakai、Atsushi Kawamura、Kounosuke Oisaki、Motomu Kanai

  DOI：10.1039/c7cc09457d

  日期：——

  A catalytic amount of a sterically and electronically tuned diarylsulfonamide promoted allylic and benzylic C–H arylations in cooperation with a visible light photoredox catalyst. This is the first example of the catalytic use of a sulfonamidyl radical to promote the hydrogen atom transfer process.

  催化量的空间和电子调谐的二芳基磺酰胺与可见光光氧化还原催化剂协同促进了烯丙基和苄基CH芳基化。这是催化使用磺酰胺基以促进氢原子转移过程的第一个例子。
• MASLAK, PRZEMYSLAW;CHAPMAN, WILLIAM H. (JR), TETRAHEDRON, 46,(1990) N, C. 2715-2724
  作者：MASLAK, PRZEMYSLAW、CHAPMAN, WILLIAM H. (JR)

  DOI：——

  日期：——
• Comparison between SiMe₂ and CMe₂ Spacers as σ-Bridges for Photoinduced Charge Transfer
  作者：Cornelis A. van Walree、Martin R. Roest、Wouter Schuddeboom、Leonardus W. Jenneskens、Jan W. Verhoeven、John M. Warman、Huub Kooijman、Anthony L. Spek

  DOI：10.1021/ja960546e

  日期：1996.1.1

  The potential of dimethylsilylene and isopropylidene sigma-spacers as bridges for photoinduced charge transfer (CT) in 4-cyano-4'-(dimethylamino)- and 4-cyano-4'-methoxy-substituted diphenyldimethylsilanes and 2,2-diphenylpropanes was studied. Fluorescence solvatochromism and time-resolved microwave conductivity measurements show that upon photoexcitation a charge separated state (D(.+)sigma A(.-))* is populated in all compounds. Excited state dipole moments for a given donor-acceptor combination are, irrespective of the bridge, equal. The CT states of the silanes are however lying at lower energies, implying that the presence of silicon thermodynamically facilitates the CT process. Cyclic voltammetry data of model compounds show that this is a consequence of the lowering of the acceptor reduction potential by the silicon bridge. It was however inferred from radiative decay rates that the electronic coupling between the CT and locally excited states as well as the coupling between the ground and CT state is larger for the carbon-bridged compounds. As shown by both solution and solid state electronic spectra and radiative decay rates, the photophysics of the D sigma A compounds are dominated by intensity borrowing of the CT transitions from transitions localized in the D sigma and sigma A chromophores.