1-(2-萘-1-基乙烯基)萘 | 3960-21-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 中文名称: 1-(2-萘-1-基乙烯基)萘
• 英文名称: 1,2-di(naphthyl)ethene
• 英文别名: 1,2-di(1-naphthyl)ethylene；1,2-Di-(α-naphthyl)-aethylen；1,2-Bis(α-naphthyl)ethylen；1,2-Di-α-naphthylethylen；1,2-Di-(naphthyl-(1))-ethylen；1,1'-(Ethene-1,2-diyl)dinaphthalene；1-(2-naphthalen-1-ylethenyl)naphthalene
• CAS: 3960-21-2
• 化学式: C₂₂H₁₆
• mdl: MFCD00805179
• 分子量: 280.369
• InChiKey: REPGVFBGPZJLJD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1-(2-萘-1-基乙烯基)萘 在 四氧化锇 、 dihydroquinidine 9-O-(4-chlorobenzoate) 、 碘 、 N-甲基吗啉氧化物 作用下， 以 邻二甲苯 、 水 、 丙酮 、 乙腈 为溶剂， 反应 47.0h， 生成 (1R,2R)-1,2-di(naphthalen-1-yl)ethane-1,2-diol
  参考文献：
  名称：

  Synthesis and Stereochemical Characterization of Some Optically Active 1,2-Dinaphthylethane-1,2-Diols

  摘要：

  Three new diols, 1,2-di(2-naphthyl)ethane-1,2-diol, 1-(1-naphthyl)-2-(2-naphthyl)ethane-1,2-diol, and 1,2-di(1-naphthyl)ethane-1,2-diol, have been prepared in optically active form by catalytic asymmetric syn-dihydroxylation of the corresponding (E)-olefins. The complete stereochemical characterization was easily accomplished by transforming them into the corresponding isopropylidene ketals. These derivatives can be separated by HPLC on a Chiralcel OD column allowing the determination of the ee, and at same time, their CD spectra have been analyzed, allowing a safe assignment of absolute configuration in conjunction with molecular mechanics calculations and an exciton-coupling treatment.

  DOI：

  10.1021/jo00103a035
• 作为产物：
  描述：

  (氯甲基)萘 在 sodium ethanolate 作用下， 以 乙醇 、 邻二甲苯 为溶剂， 反应 25.0h， 生成 1-(2-萘-1-基乙烯基)萘
  参考文献：
  名称：

  Synthesis and Stereochemical Characterization of Some Optically Active 1,2-Dinaphthylethane-1,2-Diols

  摘要：

  Three new diols, 1,2-di(2-naphthyl)ethane-1,2-diol, 1-(1-naphthyl)-2-(2-naphthyl)ethane-1,2-diol, and 1,2-di(1-naphthyl)ethane-1,2-diol, have been prepared in optically active form by catalytic asymmetric syn-dihydroxylation of the corresponding (E)-olefins. The complete stereochemical characterization was easily accomplished by transforming them into the corresponding isopropylidene ketals. These derivatives can be separated by HPLC on a Chiralcel OD column allowing the determination of the ee, and at same time, their CD spectra have been analyzed, allowing a safe assignment of absolute configuration in conjunction with molecular mechanics calculations and an exciton-coupling treatment.

  DOI：

  10.1021/jo00103a035

文献信息

• 一种以甲酰胺为氰源的腈类化合物的制备方法
  申请人：湘潭大学

  公开号：CN110845364B

  公开（公告）日：2023-02-03

  本发明公开一种腈类化合物的制备方法，是在镍催化剂的作用下，以甲酰胺为氰源，与各种类型的烯烃发生氢氰化反应，生成各种腈类化合物；反应温度为60‑160℃，反应时间为6‑36小时。该方法克服了传统的烯烃的氢氰化反应存在的操作复杂，需要使用剧毒的氰源作为反应原料等不足。该方法使用简单廉价、绿色无毒的甲酰胺为氰基的来源，并且不需要另外加入其它的脱水剂(如：五氧化二磷、三氯氧磷等)，通过路易斯酸催化下甲酰胺的自发脱水生成氰基负离子，并原位与烯烃发生氢氰化反应，生成腈类化合物；反应条件简单、易于操作、经济高效；同时该方法适用于各种单取代、双取代的脂肪族和芳香族烯烃，展示出良好的底物普适性；对空气、水分、光均不敏感；产率高，产物分离纯化简单，有广泛的应用前景。
• Ni-Catalyzed hydrocyanation of alkenes with formamide as the cyano source
  作者：Xiao Shu、Yuan-Yuan Jiang、Lei Kang、Luo Yang

  DOI：10.1039/c9gc04275j

  日期：——

  “CN” generation from formamide dehydration! A novel Ni-catalyzed hydrocyanation of various alkenes to provide aliphatic nitriles is developed by generating hydrocyanic acid in situ from safe and readily available formamide. Excellent linear or branched regio-selectivity, wide substrate scope, cheap and stable nickel salt as a pre-catalyst, a safe cyano source, slow generation of “CN” to obviate catalyst

  甲酰胺脱水生成“ CN”！通过从安全易得的甲酰胺中原位生成氢氰酸，开发了各种烯烃的新型Ni催化氢氰化反应，以提供脂肪族腈。优异的线性或支链区域选择性，广泛的底物范围，廉价且稳定的镍盐作为预催化剂，安全的氰基源，缓慢生成的“ CN”可避免催化剂失活以及方便的实验操作，使得这种氢氰化作用对于实验室合成而言是无活性的脂肪腈。
• Rhodium ion catalyzed decomposition of aryldiazoalkanes
  作者：B.K.Ravi Shankar、Harold Shechter

  DOI：10.1016/s0040-4039(00)87320-7

  日期：1982.1

  Aryldiazomethanes are converted by rhodium(II) acetate and iodorhodium(III) tetraphenylporphyrin to cis- rather than trans-1,2-diarylethylenes. Secondary aryldiazoalkanes react with rhodirum(II) acetate to give azines.

  芳族重氮甲烷被乙酸铑（II）和异碘鎓（III）四苯基卟啉转化为顺式而不是反式1，2-二芳基乙烯。仲芳基重氮烷与乙酸Rhodirum（II）反应生成杂志。
• Palladium-Catalyzed Cross-Coupling Reactions of Potassium Alkenyltrifluoroborates with Organic Halides in Aqueous Media
  作者：Emilio Alacid、Carmen Nájera

  DOI：10.1021/jo802356n

  日期：2009.3.20

  cross-coupled with aryl and heteroaryl bromides using 1 mol % Pd loading of 4-hydroxyacetophenone oxime derived palladacycle or Pd(OAc)2 as precatalysts, K2CO3 as base, and TBAB as additive and water reflux under conventional or microwave heating to afford styrenes, stilbenoids, and alkenylbenzenes. These borates can be cross-coupled diastereoselectively with allyl and benzyl chlorides using KOH as base

  乙烯基和烯基三氟硼酸钾与芳基和杂芳基溴化物进行交叉偶联，使用1摩尔％的4-羟基苯乙酮肟衍生的palladacycle或Pd（OAc）2作为Pd的前催化剂，K 2 CO 3在常规或微波加热下，作为碱和TBAB作为添加剂并进行水回流，得到苯乙烯，二苯乙烯类化合物和烯基苯。这些硼酸盐可以在丙酮水（3：2）中，在50°C和0.1 mol％Pd负载下，使用KOH作为碱，与烯丙基氯和苄基氯进行非对映选择性交联，分别得到相应的1,4-二烯和烯丙基芳烃。这些简单的无膦反应条件允许通过萃取分离包含58-105 ppm Pd的产物，在多达五次运行中从水相中回收钯。
• Porous organic polymer supported rhodium as a heterogeneous catalyst for hydroformylation of alkynes to α,β-unsaturated aldehydes
  作者：Zuyu Liang、Jianbin Chen、Xin Chen、Kai Zhang、Jinhe Lv、Haowen Zhao、Guoying Zhang、Congxia Xie、Lingbo Zong、Xiaofei Jia

  DOI：10.1039/c9cc06834a

  日期：——

  A new porous organic polymer supported rhodium catalyst (Rh/POL-BINAPa&PPh3) has been developed for the hydroformylation of various alkynes to afford the corresponding α,β-unsaturated aldehydes with high chem- and stereoselectivity, excellent catalytic activity and good reusability (10 cycles). The heterogeneous catalyst exhibited more catalytic activity than the comparable homogeneous Rh/BINAPa/PPh3

  已开发出一种新型的多孔有机聚合物负载的铑催化剂（Rh / POL-BINAPa＆PPh 3）用于各种炔烃的加氢甲酰化反应，以提供具有高化学和立体选择性，出色的催化活性和良好的可重复使用性的相应α，β-不饱和醛。周期）。与同类的均相Rh / BINAPa / PPh 3体系相比，非均相催化剂显示出更高的催化活性。