phenyl-(4-phenylbut-3-ynyloxy)acetonitrile

• 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: phenyl-(4-phenylbut-3-ynyloxy)acetonitrile
• 英文别名: 2-Phenyl-2-(4-phenylbut-3-ynoxy)acetonitrile
• 化学式: C₁₈H₁₅NO
• 分子量: 261.323
• InChiKey: IGJKKDBQAJCNFG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  33
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  氰化四乙基铵 、 alkaline earth salt of/the/ methylsulfuric acid 以 四氢呋喃 为溶剂， 以23%的产率得到phenyl-(4-phenylbut-3-ynyloxy)acetonitrile
  参考文献：
  名称：

  Reaction of nucleophiles with alkoxycarbene complexes of chromium: a general access to polycyclic substituted butenolides

  摘要：

  A series of new substituted butenolides has been obtained either by reacting alkynylalkoxycarbene complexes 3 with simple nucleophiles such as metal hydrides, metal alkoxides and metal alkyls, or by reacting simple alkoxycarbene complexes 6 with more elaborate nucleophiles such as metal alkynolates or metal alkynyls. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)01284-4

文献信息

• Interaction of Dihydropyridines and Nucleophiles with Carbene Complexes of Chromium: Diastereo- and Enantioselective Synthesis of Polycyclic Butenolides
  作者：Henri Rudler、Andrée Parlier、Victor Certal、Gabriel Lastennet、Max Audouin、Jacqueline Vaissermann

  DOI：10.1002/ejoc.200400036

  日期：2004.6

  N-methyldihydropyridine with carbene complexes of chromium promotes their spontaneous homologation upon addition of a hydride to the carbene carbon and an insertion of CO. This is followed in the case of complexes tethered to a triple bond by cascade insertions of the triple bond and of a CO ligand giving finally butenolides. The scope of the reaction has been established with its limitations, together

  N-甲基二氢吡啶与铬的卡宾配合物的相互作用在向卡宾碳添加氢化物和插入 CO 时促进了它们的自发同系化。在配合物通过三键的级联插入连接到三键的情况下，这会发生和最终产生丁烯内酯的 CO 配体。已经确定了反应范围及其局限性，并讨论了立体化学结果。[5.5], [5.6], [5.7] 双环和三环系统与手性丁烯内酯一起合成，起始于手性卡宾配合物。大多数新结构已通过 X 射线晶体学评估。这种转变首先扩展到二氢烟酰胺，到手性二氢吡啶，例如以对映选择性方式产生丁烯内酯的二氢烟碱，以及其他氢化物来源。其次，一系列亲核试剂如醇盐、烷基锂和烷基镁化合物也导致了多环、取代的丁烯内酯。此外，最终的内酯烯醇化物可以被氧气捕获并产生不饱和内酯醇。所有这些反应的关键点是在亲核试剂与卡宾碳相互作用时形成四面体中间体。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim,
• Reaction of nucleophiles with alkoxycarbene complexes of chromium: a general access to polycyclic substituted butenolides
  作者：Henri Rudler、Andrée Parlier、Victor Certal、Nadège Humbert、Jacqueline Vaissermann

  DOI：10.1016/s0040-4039(02)01284-4

  日期：2002.8

  A series of new substituted butenolides has been obtained either by reacting alkynylalkoxycarbene complexes 3 with simple nucleophiles such as metal hydrides, metal alkoxides and metal alkyls, or by reacting simple alkoxycarbene complexes 6 with more elaborate nucleophiles such as metal alkynolates or metal alkynyls. (C) 2002 Elsevier Science Ltd. All rights reserved.