1-(naphthalene-1-yl)but-3-en-1-amine

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-(naphthalene-1-yl)but-3-en-1-amine
• 英文别名: 1-(1-Naphthyl)-3-buten-1-amine, AldrichCPR；1-naphthalen-1-ylbut-3-en-1-amine
• 化学式: C₁₄H₁₅N
• 分子量: 197.28
• InChiKey: HXAMVZGXBAQNOE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-萘甲基胺 在 盐酸 、 potassium phosphate 、 tris-(dibenzylideneacetone)dipalladium(0) 、 乙腈 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醇 、 水 为溶剂， 反应 22.0h， 生成 1-(naphthalene-1-yl)but-3-en-1-amine
  参考文献：
  名称：

  N-（芳氧基）亚胺的脱芳族钯催化的Uppolung烯丙基化伯胺的形式α-烯丙基化

  摘要：

  N-（芳氧基）亚胺很容易通过（伪）苄基伯胺和2,6-二叔丁基-1,4-苯醌的缩合/互变异构而获得，经过有效的烯丙基化反应后得到各种均一的伯胺水解后处理。N-（芳氧基）亚胺的去质子化产生离域的2-氮杂烯丙基阴离子型亲核试剂，与烯丙基碳酸叔丁酯生成的烯丙基钯（II）亲电试剂参与脱芳香族CC键形成反应。该反应性基质使（伪）苄基伯胺的形式α-烯丙基化成为可能。机理研究表明，所需键形成事件的表观区域选择性是由非选择性烯丙基化引发的聚合过程。N-（芳氧基）亚胺产生几种区域异构体，其随后通过逐步的[1,3]-或一致的[3,3]-σ位移而重排，最终收敛以提供所需的胺产物的区域异构体。

  DOI：

  10.1021/acs.joc.0c01020

文献信息

• Enantioselective synthesis of optically active homoallylamines by allylboration of N-diisobutylaluminum imines
  作者：Katsuhiro Watanabe、Shizue Kuroda、Ayako Yokoi、Koichi Ito、Shinichi Itsuno

  DOI：10.1016/s0022-328x(99)00048-0

  日期：1999.6

  Diisobutylaluminum hydride (DIBAL-H) reduces nitriles to give N-diisobutylaluminum imines, which were asymmetrically allylated with chirally modified allylboron reagents. The corresponding chiral primary homoallylamines were obtained with up to 87% ee.

  氢化二异丁基铝（DIBAL-H）还原腈，得到N-二异丁基铝亚胺，它们与手性改性的烯丙基硼试剂不对称烯丙基化。获得具有高达87％ee的相应的手性伯高烯丙基胺。
• Compositions for the filling of high aspect ratio vertical interconnect access (VIA) holes
  申请人：Heraeus Precious Metals North America Conshohocken LLC

  公开号：US11289238B2

  公开（公告）日：2022-03-29

  A solvent-free electroconductive composition may be used to make electroconductive lines on a surface of a substrate or electroconductive plugs within via holes of a substrate. The solvent-free electroconductive composition is generally made of about 40 to about 95 wt % of a conductive component, about 4 to about 30 wt % of a polymer or oligomer comprising a reactive functional group, up to about 20 wt % of a monomeric diluent comprising a reactive functional group, and up to about 3 wt % of a curing agent. In some instances, the solvent-free electroconductive composition further includes up to about 3 wt % of a lubricating compound. Substrates made using solvent-free electroconductive compositions may be used in printed circuit boards, integrated circuits, solar cells, capacitors, resistors, thermistors, varistors, resonators, transducers, inductors, and multilayer ferrite beads.

  无溶剂导电组合物可用于在基材表面制作导电线或在基材通孔内制作导电塞。无溶剂导电组合物一般由约 40 至约 95 wt % 的导电成分、约 4 至约 30 wt % 含有活性官能团的聚合物或低聚物、最多约 20 wt % 含有活性官能团的单体稀释剂和最多约 3 wt % 的固化剂组成。在某些情况下，无溶剂导电组合物还包括最多约 3 wt % 的润滑化合物。使用无溶剂导电组合物制成的基板可用于印刷电路板、集成电路、太阳能电池、电容器、电阻器、热敏电阻器、压敏电阻器、谐振器、传感器、电感器和多层铁氧体磁珠。
• COMPOSITIONS FOR THE FILLING OF HIGH ASPECT RATIO VERTICAL INTERCONNECT ACCESS (VIA) HOLES
  申请人：Heraeus Precious Metals North America Conshohocken LLC.

  公开号：US20210174983A1

  公开（公告）日：2021-06-10

  A solvent-free electroconductive composition may be used to make electroconductive lines on a surface of a substrate or electroconductive plugs within via holes of a substrate. The solvent-free electroconductive composition is generally made of about 40 to about 95 wt % of a conductive component, about 4 to about 30 wt % of a polymer or oligomer comprising a reactive functional group, up to about 20 wt % of a monomeric diluent comprising a reactive functional group, and up to about 3 wt % of a curing agent. In some instances, the solvent-free electroconductive composition further includes up to about 3 wt % of a lubricating compound. Substrates made using solvent-free electroconductive compositions may be used in printed circuit boards, integrated circuits, solar cells, capacitors, resistors, thermistors, varistors, resonators, transducers, inductors, and multilayer ferrite beads.
• Formal α-Allylation of Primary Amines by a Dearomative, Palladium-Catalyzed Umpolung Allylation of <i>N</i>-(Aryloxy)imines
  作者：Luis M. Mori-Quiroz、Shrikant S. Londhe、Michael D. Clift

  DOI：10.1021/acs.joc.0c01020

  日期：2020.12.4

  N-(Aryloxy)imines, readily accessible by condensation/tautomerization of (pseudo)benzylic primary amines and 2,6-di-tert-butyl-1,4-benzoquinone, undergo efficient allylation to afford a wide range of homoallylic primary amines following hydrolytic workup. Deprotonation of N-(aryloxy)imines generates a delocalized 2-azaallyl anion-type nucleophile that engages in dearomative C–C bond-forming reactions

  N-（芳氧基）亚胺很容易通过（伪）苄基伯胺和2,6-二叔丁基-1,4-苯醌的缩合/互变异构而获得，经过有效的烯丙基化反应后得到各种均一的伯胺水解后处理。N-（芳氧基）亚胺的去质子化产生离域的2-氮杂烯丙基阴离子型亲核试剂，与烯丙基碳酸叔丁酯生成的烯丙基钯（II）亲电试剂参与脱芳香族CC键形成反应。该反应性基质使（伪）苄基伯胺的形式α-烯丙基化成为可能。机理研究表明，所需键形成事件的表观区域选择性是由非选择性烯丙基化引发的聚合过程。N-（芳氧基）亚胺产生几种区域异构体，其随后通过逐步的[1,3]-或一致的[3,3]-σ位移而重排，最终收敛以提供所需的胺产物的区域异构体。