2-(Hex-1-en-1-yl)pyridine | 73350-62-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-(Hex-1-en-1-yl)pyridine
• 英文别名: 2-[(E)-hex-1-enyl]pyridine
• CAS: 73350-62-6
• 化学式: C₁₁H₁₅N
• mdl: MFCD18483353
• 分子量: 161.247
• InChiKey: SNJYUADYNCAZGX-VMPITWQZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-溴代萘 、 2-(Hex-1-en-1-yl)pyridine 在 [RuCl2(benzene)]2 potassium carbonate 、 三苯基膦 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 20.0h， 以75%的产率得到2-[(Z)-2-naphthalen-1-ylhex-1-enyl]pyridine
  参考文献：
  名称：

  Ruthenium-Catalyzed Arylation of 2-Alkenylpyridines with Aryl Bromides:  Alternative E,Z-Selectivity to Mizoroki−Heck Reaction

  摘要：

  [Graphics]Regio- and stereoselective arylation of 2-alkenylpyridines with aryl bromides is catalyzed by specific Ru(II)-phosphine complexes affording beta-arylated (Z)-2-alkenylpyridines, in which the aryl moiety is introduced cis to the pyridyl group. This geometrical selectivity is in sharp contrast to the Mizoroki-Heck reaction.

  DOI：

  10.1021/ol051654l
• 作为产物：
  描述：

  2-氯吡啶 、 hexenyl(methyl)dichlorosilane 在 {palladium-dichloro-(P(C3H7)3)2} sodium hydroxide 作用下， 以 苯 为溶剂， 反应 12.0h， 以79%的产率得到2-(Hex-1-en-1-yl)pyridine
  参考文献：
  名称：

  NaOH-Promoted cross-coupling reactions of organosilicon compounds with organic halides: Practical routes to biaryls, alkenylarenes and conjugated dienes

  摘要：

  The use of NaOH has been found to be extremely effective in promoting the palladium-catalyzed cross-coupling reactions of aryl and alkenylchlorosilanes with organic halides such as aryl bromides and chlorides under very mild conditions. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0040-4039(96)02320-9

文献信息

• Asymmetric Hydroaminoalkylation of Alkenylazaarenes via Cooperative Photoredox and Chiral Hydrogen‐Bonding Catalysis
  作者：Xiangpei Chai、Xinheng Hu、Xiaowei Zhao、Yanli Yin、Shanshan Cao、Zhiyong Jiang

  DOI：10.1002/anie.202115110

  日期：2022.3

  addition of radicals to activated olefins to directly forge stereocenters at their β-position. The stereoselective transformation was made possible by the introduction of cooperative nonclassical H-bonding interactions, thus enabling the chiral catalyst to provide sufficient stereocontrol.

  烯基氮杂芳烃的高度对映选择性加氢氨基烷基化被描述为首次成功地将自由基催化不对称共轭加成到活化的烯烃上，从而在其 β 位直接形成立体中心。通过引入协同的非经典氢键相互作用使立体选择性转化成为可能，从而使手性催化剂能够提供足够的立体控制。
• Metal coordination compound, luminescence device and display apparatus
  申请人：——

  公开号：US20020100906A1

  公开（公告）日：2002-08-01

  A metal coordination compound suitable as an organic material for a luminescent device is represented by the following formula (1): 1 wherein M denotes Ir, Pt, Rh or Pd; n is 2 or 3; R 1 and R 2 independently denote a linear or branched alkyl group having 1-20 carbon atoms capable of including one or at least two non-neighboring methylene groups which can be replaced with —O—, —S—, —CO—, —CO—O—, —O—CO—, —CH═CH— or —C≡C— and capable of including hydrogen atom which can be replaced with fluorine atom; and CyN denotes a cyclic group containing nitrogen atom connected to M and capable of having a substituent selected from the group consisting of halogen atom; nitro group; phenyl group; trialkylsilyl group having 1-8 carbon atoms; and a linear or branched alkyl group having 1-20 carbon atoms capable of including one or at least two non-neighboring methylene groups which can be replaced with —O—, —S—, —CO—, —CO—O—, —O—CO—, —CH═CH— or —C≡C— and capable of including hydrogen atom which can be replaced with fluorine atom.

  一种适合作为发光器件有机材料的金属配位化合物由下式（1）表示： 1 其中 M 表示 Ir、Pt、Rh 或 Pd；n 为 2 或 3；R 1 和 R 2 分别表示具有 1-20 个碳原子的直链或支链烷基，可包括一个或至少两个非相邻的亚甲基，这些亚甲基可被 -O-、-S-、-CO-、-CO-O-、-O-CO-、-CH═CH- 或 -C≡C-取代，并可包括可被氟原子取代的氢原子；CyN 表示含有与 M 相连的氮原子的环状基团，可具有选自卤素原子组成的取代基；硝基；苯基；具有 1-8 个碳原子的三烷基硅基；以及具有 1-20 个碳原子的直链或支链 烷基，该烷基可包括一个或至少两个非相邻亚甲基，这些亚甲基可被-O-、-S-、-CO-、 -CO-O-、-O-CO-、-CH═CH-或-C≡C-取代，并可包括可被氟原子取代的氢原子。
• US6797980B2
  申请人：——

  公开号：US6797980B2

  公开（公告）日：2004-09-28
• NaOH-Promoted cross-coupling reactions of organosilicon compounds with organic halides: Practical routes to biaryls, alkenylarenes and conjugated dienes
  作者：Emiko Hagiwara、Ken-ichi Gouda、Yasuo Hatanaka、Tamejiro Hiyama

  DOI：10.1016/s0040-4039(96)02320-9

  日期：1997.1

  The use of NaOH has been found to be extremely effective in promoting the palladium-catalyzed cross-coupling reactions of aryl and alkenylchlorosilanes with organic halides such as aryl bromides and chlorides under very mild conditions. Copyright (C) 1996 Elsevier Science Ltd
• Ruthenium-Catalyzed Arylation of 2-Alkenylpyridines with Aryl Bromides:  Alternative <i>E,Z</i>-Selectivity to Mizoroki−Heck Reaction
  作者：Shuichi Oi、Kaori Sakai、Yoshio Inoue

  DOI：10.1021/ol051654l

  日期：2005.9.1

  [Graphics]Regio- and stereoselective arylation of 2-alkenylpyridines with aryl bromides is catalyzed by specific Ru(II)-phosphine complexes affording beta-arylated (Z)-2-alkenylpyridines, in which the aryl moiety is introduced cis to the pyridyl group. This geometrical selectivity is in sharp contrast to the Mizoroki-Heck reaction.