1-(4-Methoxyphenyl)-4-tert-butylcyclohex-1-ene | 33061-20-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 1-(4-Methoxyphenyl)-4-tert-butylcyclohex-1-ene
• 英文别名: 1-(4-methoxyphenyl)-4-tert-butylcyclohexene；1-(4-t-butylcyclohex-1-enyl)-4-methoxybenzene；1-p-Anisyl-4-t-butylcyclohexen；1-(4-tert-butylcyclohex-1-en-1-yl)-4-methoxybenzene；1-(4'-tert-butylcyclohex-1-enyl)-4-methoxybenzene；4-tert-Butyl-4'-methoxy-2,3,4,5-tetrahydro-1,1'-biphenyl；1-(4-tert-butylcyclohexen-1-yl)-4-methoxybenzene
• CAS: 33061-20-0
• 化学式: C₁₇H₂₄O
• 分子量: 244.377
• InChiKey: PEMIRBTVSSJJNX-UHFFFAOYSA-N

物化性质

• 熔点：
  78-80 °C
• 沸点：
  334.4±31.0 °C(Predicted)
• 密度：
  0.969±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(4-Methoxyphenyl)-4-tert-butylcyclohex-1-ene 在 sodium azide 、 一氯化碘 作用下， 生成 1-(1-Azido-4-tert-butyl-2-iodo-cyclohexyl)-4-methoxy-benzene
  参考文献：
  名称：

  Sivasubramanian; Ponnuswamy; Muthusubramanian, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1996, vol. 35, # 1, p. 77 - 78

  摘要：

  DOI：
• 作为产物：
  描述：

  1-(1-Azido-4-tert-butyl-2-iodo-cyclohexyl)-4-methoxy-benzene 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以92%的产率得到1-(4-Methoxyphenyl)-4-tert-butylcyclohex-1-ene
  参考文献：
  名称：

  Sivasubramanian; Ponnuswamy; Muthusubramanian, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1996, vol. 35, # 1, p. 77 - 78

  摘要：

  DOI：

文献信息

• Cyclopentene Annulations of Alkene Radical Cations with Vinyl Diazo Species Using Photocatalysis
  作者：Francisco J. Sarabia、Qiankun Li、Eric M. Ferreira

  DOI：10.1002/anie.201805732

  日期：2018.8.20

  A direct (3+2) cycloaddition between alkenes and vinyl diazo reagents using either Cr or Ru photocatalysis is described. The intermediacy of a radical cation species enables a nucleophilic interception by vinyl diazo compounds, a departure from their traditional electrophilic behavior. A variety of cyclopentenes are synthesized using this method, and experimental insights implicate a direct cycloaddition

  描述了使用 Cr 或 Ru 光催化在烯烃和乙烯基重氮试剂之间进行直接 (3+2) 环加成。自由基阳离子物质的中介作用使得乙烯基重氮化合物能够进行亲核拦截，这与它们传统的亲电子行为不同。使用这种方法合成了多种环戊烯，实验结果表明直接环加成而不是环丙烷化/重排过程。
• Well-Defined Air-Stable Palladium HASPO Complexes for Efficient Kumada-Corriu Cross-Couplings of (Hetero)Aryl or Alkenyl Tosylates
  作者：Lutz Ackermann、Anant R. Kapdi、Sabine Fenner、Christoph Kornhaaß、Carola Schulzke

  DOI：10.1002/chem.201002386

  日期：2011.3.1

  Palladium complexes of representative heteroatom‐substituted secondary phosphine oxide (HASPO) preligands were synthesized and fully characterized, including X‐ray crystal structure analysis. Importantly, these well‐defined complexes served as highly efficient catalysts for Kumada–Corriu cross‐coupling reactions of aryl, alkenyl, and even heteroaryl tosylates. Particularly, an air‐stable catalyst derived

  代表的钯络合物ħ etero一汤姆取代小号econdary p hosphine ø西德（HASPO）preligands合成并充分表征，包括X射线晶体结构分析。重要的是，这些定义明确的络合物可作为Kumada-Corriu芳基，烯基乃至杂芳基甲苯磺酸酯交叉偶联反应的高效催化剂。特别是，由廉价的PinP（O）H衍生的空气稳定型催化剂显示出极高的催化效力，这导致在极低的反应条件下，在足够宽泛的反应条件下，低催化剂负载下的交叉偶联。
• Atom-Efficient Vinylic Arylations with Triarylbismuths as Substoichiometric Multicoupling Reagents under Palladium Catalysis
  作者：Maddali L. N. Rao、Deepak N. Jadhav、Varadhachari Venkatesh

  DOI：10.1002/ejoc.200900487

  日期：2009.9

  The first atom-efficient arylation of vinylic iodides was achieved by using triarylbismuths as substoichiometric multicoupling reagents under palladium catalysis. Vinylic iodides were efficiently coupled with electronically divergent triarylbismuths to furnish the corresponding arylated products in short reaction times. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

  通过在钯催化下使用三芳基铋作为亚化学计量的多偶联试剂，实现了乙烯基碘的第一个原子有效芳基化。乙烯基碘化物与电子发散的三芳基铋有效偶联，以在较短的反应时间内提供相应的芳基化产物。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
• Pd-Catalyzed Cross-Coupling Reactions with Carbonyls: Application in a Very Efficient Synthesis of 4-Aryltetrahydropyridines
  作者：José Barluenga、María Tomás-Gamasa、Patricia Moriel、Fernando Aznar、Carlos Valdés

  DOI：10.1002/chem.200800390

  日期：2008.5.29
• Palladium-catalyzed coupling of arylstannanes with organic sulfonates: a comprehensive study
  作者：Vittorio Farina、Bala Krishnan、Daniel R. Marshall、Gregory P. Roth

  DOI：10.1021/jo00072a028

  日期：1993.9

  The effect of ligands and lithium chloride on the rates of the palladium catalyzed coupling between organic triflates and arylstannanes was studied. The dependence of the rate on the ligand is similar to the one previously reported for the coupling of vinylstannanes, but in the present case triphenylarsine is shown to be superior to both triphenylphosphine and tri(2-furyl)phosphine. The effect of added chloride is complex and varies depending on solvent and ligand used. Ortho-substituted arylstannanes tend to transfer alkyl moieties to a substantial extent , and therefore rates and efficiencies of aryl vs alkyl transfer were quantitated. When ortho substituents that are potentially coordinating to tin are used, no rate acceleration in the alkyl transfer process was observed, which is in contrast with two recently reported studies that suggest nucleophilic assistance at tin to be important in the transmetalation step. An important side reaction in the coupling of poorly reactive vinyltriflates and most aryltriflates is the Pd-induced homocoupling of the stannane to form biaryls. The experimental factors that control this process were evaluated.