(E)-1-(hex-1-en-1-yl)-4-nitrobenzene | 125325-21-5

• 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: (E)-1-(hex-1-en-1-yl)-4-nitrobenzene
• 英文别名: 1-[(E)-hex-1-enyl]-4-nitrobenzene
• CAS: 125325-21-5
• 化学式: C₁₂H₁₅NO₂
• 分子量: 205.257
• InChiKey: OZBQCPPJQVGPCF-AATRIKPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  反式-1-己烯-1-基硼酸 在 potassium phosphate monohydrate 、 palladium diacetate 、 三环己基膦 作用下， 以 1,4-二氧六环 、 甲苯 为溶剂， 反应 1.33h， 生成 (E)-1-(hex-1-en-1-yl)-4-nitrobenzene
  参考文献：
  名称：

  Microwave-assisted Suzuki–Miyaura cross-coupling of 2-alkyl and 2-alkenyl-benzo-1,3,2-diazaborolanes

  摘要：

  Nitrogen-based boronate esters, such as 2-octyl-benzo-1,3,2-diazaborolane, 2-phenethyl-benzo-1,3,2-diazaborolane, and 2-{(1E)-hexenyl}-benzo-1,3,2-diazaborolane have been shown to be suitable coupling partners with arylhalides in microwave accelerated Suzuki cross-coupling reactions. Reaction yields of up to 89% were achieved. The use of a silicon group attached to the nitrogen atom, proved to enhance the reactivity of 2-octyl-benzo-1,3,2-diazaborolane. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.03.095

文献信息

• One-step method for the synthesis of aryl olefins from aryl aldehydes and aliphatic aldehydes
  作者：Hanumant B. Borate、Supriya H. Gaikwad、Ananada S. Kudale、Subhash P. Chavan、Shrikant G. Pharande、Vitthal D. Wagh、Vikram S. Sawant

  DOI：10.1016/j.tetlet.2013.01.008

  日期：2013.3

  A conceptually new one-step reaction affording unexpected aryl olefinic product from aromatic aldehyde, aliphatic aldehyde and malononitrile in the presence of acetic acid-ammonium acetate under mild reaction conditions without using any metal catalyst is reported. This novel reaction was used to prepare a number of substituted aryl olefins including new molecules.

  据报道，在乙酸-乙酸铵存在下，在温和的反应条件下，无需使用任何金属催化剂，即可从芳香族醛，脂肪族醛和丙二腈得到意想不到的芳基烯烃产物，这是一种概念上新颖的一步反应。该新颖的反应用于制备包括新分子在内的许多取代的芳基烯烃。
• [EN] SINGLE-STEP PROCESS FOR THE PREPARATION OF ARYL OLEFINS<br/>[FR] PROCÉDÉ EN UNE ÉTAPE POUR LA PRÉPARATION D'ARYLOLÉFINES
  申请人：COUNCIL SCIENT IND RES

  公开号：WO2014073003A1

  公开（公告）日：2014-05-15

  The present invention relates to the single-step process for the synthesis of aryl olefin compounds of Formula (1) by reacting aryl aldehydes with alkyl aldehydes in presence of malononitrile and acid or base or salt, optionally in presence of solvent.

  本发明涉及一种一步法合成芳基烯烃化合物的过程，该过程通过在存在丙二腈和酸或碱或盐的条件下，使芳基醛与烷基醛反应，可选地在溶剂的存在下进行。
• <i>E</i>- and <i>Z</i>-Selective Transfer Semihydrogenation of Alkynes Catalyzed by Standard Ruthenium Olefin Metathesis Catalysts
  作者：Rafał Kusy、Karol Grela

  DOI：10.1021/acs.orglett.6b03254

  日期：2016.12.2

  alkynes to yield alkenes was achieved with commercial first and second generation Hoveyda–Grubbs catalysts and formic acid as a hydrogen donor. This catalytic system is distinguished by its selectivity and compatibility with many functional groups (halogens, cyano, nitro, sulfide, alkenes). The metathetic activity of the ruthenium catalysts may be utilized in tandem sequences of olefin metathesis plus alkyne

  使用商业上的第一代和第二代Hoveyda-Grubbs催化剂以及甲酸作为氢供体，实现了炔烃的选择性转移半氢化以生成烯烃。该催化体系的特点是其选择性和与许多官能团（卤素，氰基，硝基，硫化物，烯烃）的相容性。钌催化剂的复分解活性可用于烯烃复分解加炔烃还原的串联序列中。
• 1-Methyl-1H-tetrazol-5-yl (MT) sulfones in the Julia-Kocienski olefination: Comparison with the PT and the TBT sulfones
  作者：Kaori Ando、Daiki Kawano、Daiki Takama、Yutaka Semii

  DOI：10.1016/j.tetlet.2019.05.007

  日期：2019.6

  n-pentyl 1-methyl-1H-tetrazol-5-yl (MT) sulfone 1a in the Julia-Kocienski reactions were compared with those of the PT sulfone 1b and the TBT sulfone 1c. The improved stability of the anion derived from the n-pentyl MT sulfone 1a enhanced the efficiency of the olefination reactions and gave higher yields of the product alkenes 3 compared with the PT sulfone 1b. Especially high E-selectivity and high

  比较了新制备的正戊基1-甲基-1 H-四唑-5-基（MT）砜1a在Julia-Kocienski反应中的稳定性和立体选择性，与PT砜1b和TBT砜1c的稳定性和立体选择性进行了比较。与PT砜1b相比，由正戊基MT砜1a衍生的阴离子的稳定性提高，提高了烯化反应的效率，并提高了烯烃3的产率。从与芳族醛和α，β-不饱和醛的反应中获得特别高的E-选择性和高产率。的选择性与PT砜1b相比，1a对碱抗衡离子的变化不太敏感。具有乙基或更长烷基链的MT砜的反应也以高收率选择性地产生了E-烯烃。
• Microwave-assisted Suzuki–Miyaura cross-coupling of 2-alkyl and 2-alkenyl-benzo-1,3,2-diazaborolanes
  作者：Siphamandla W. Hadebe、Siphamandla Sithebe、Ross S. Robinson

  DOI：10.1016/j.tet.2011.03.095

  日期：2011.6

  Nitrogen-based boronate esters, such as 2-octyl-benzo-1,3,2-diazaborolane, 2-phenethyl-benzo-1,3,2-diazaborolane, and 2-(1E)-hexenyl}-benzo-1,3,2-diazaborolane have been shown to be suitable coupling partners with arylhalides in microwave accelerated Suzuki cross-coupling reactions. Reaction yields of up to 89% were achieved. The use of a silicon group attached to the nitrogen atom, proved to enhance the reactivity of 2-octyl-benzo-1,3,2-diazaborolane. (C) 2011 Elsevier Ltd. All rights reserved.