[(E)-5-acetyloxypent-3-en-2-yl] benzoate | 259268-97-8

• 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)-5-acetyloxypent-3-en-2-yl] benzoate
• CAS: 259268-97-8
• 化学式: C₁₄H₁₆O₄
• 分子量: 248.279
• InChiKey: KDDNGXNKTGQEAP-VOTSOKGWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  cis-1,4-二乙酰氧基-2-丁烯 、 3-buten-2-yl benzoate 在 N-heterocyclic carbene ligand-based ruthenium catalyst 作用下， 以 苯 为溶剂， 反应 6.0h， 以87%的产率得到[(E)-5-acetyloxypent-3-en-2-yl] benzoate
  参考文献：
  名称：

  提高位阻烯烃在交叉复分解反应中的效率。

  摘要：

  减少钌基催化剂的N-杂环卡宾配体的空间体积会影响烯烃的交叉复分解反应的效率。为了形成含有一个或多个烯丙基取代基的二取代烯烃，带有N-甲苯基的催化剂比相应的N-间苯二甲酰基催化剂更有效。相反，使用含N-间苯三甲的催化剂形成三取代的烯烃更有效。描述了一个解释这种二分法的假设。

  DOI：

  10.1021/ol702624n

文献信息

• Organometallic ruthenium complexes and related methods for the preparation of tetra-substituted and other hindered olefins
  申请人：Berlin Jacob

  公开号：US20070282148A1

  公开（公告）日：2007-12-06

  The invention relates to ruthenium alkylidene complexes having an N-heterocyclic carbene ligand comprising a 5-membered heterocyclic ring having a carbenic carbon atom and at least one nitrogen atom contained within the 5-membered heterocyclic ring, wherein the nitrogen atom is directly attached to the carbenic carbon atom and is substituted by a phenyl ring, and wherein the phenyl ring has a hydrogen at either or both ortho positions and is substituted at at least one ortho or meta position. The invention also relates to an olefin metathesis reactions and particularly to the preparation of tetra-substituted cyclic olefins via a ring-closing metathesis.

  本发明涉及具有N-杂环卡宾配体的钌烷基烯配合物，包括一个含有卡宾碳原子和至少一个氮原子的5元杂环环的杂环卡宾配体，其中氮原子直接连接到卡宾碳原子，并被苯环取代，苯环在两个邻位或一个邻位和一个间位处有氢原子，并在至少一个邻位或间位被取代。本发明还涉及烯烃交换反应，特别是通过环闭合交换反应制备四取代环烯烃。
• Compositions and methods for visible-light-controlled ruthenium-catalyzed olefin metathesis
  申请人：The Trustees of Columbia University In The City of New York

  公开号：US11331656B2

  公开（公告）日：2022-05-17

  The present disclosure provides compositions and methods for metathesizing a first alkenyl or alkynyl group with a second alkenyl or alkynyl group, the composition comprising a ruthenium metathesis catalyst and a photoredox catalyst that is activated by visible light.

  本公开提供了将第一烯基或炔基与第二烯基或炔基进行偏析的组合物和方法，该组合物包括钌偏析催化剂和由可见光激活的光氧化催化剂。
• WO2007/75427
  申请人：——

  公开号：——

  公开（公告）日：——
• Cross-metathesis reaction of functionalized and substituted olefins using group 8 transition metal carbene complexes as metathesis catalysts
  申请人：Grubbs H. Robert

  公开号：US20070155975A1

  公开（公告）日：2007-07-05

  The invention pertains to the use of Group 8 transition metal carbene complexes as catalysts for olefin cross-metathesis reactions. In particular, ruthenium and osmium alkylidene complexes substituted with an N-heterocyclic carbene ligand are used to catalyze cross-metathesis reactions to provide a variety of substituted and functionalized olefins, including phosphonate-substituted olefins, directly halogenated olefins, 1,1,2-trisubstituted olefins, and quaternary allylic olefins. The invention further provides a method for creating functional diversity using the aforementioned complexes to catalyze cross-metathesis reactions of a first olefinic reactant, which may or may not be substituted with a functional group, with each of a plurality of different olefinic reactants, which may or may not be substituted with functional groups, to give a plurality of structurally distinct olefinic products. The methodology of the invention is also useful in facilitating the stereoselective synthesis of 1,2-disubstituted olefins in the cis configuration.
• CROSS-METATHESIS REACTION OF FUNCTIONALIZED AND SUBSTITUTED OLEFINS USING GROUP 8 TRANSITION METAL CARBENE COMPLEXES AS METATHESIS CATALYSTS
  申请人：California Institute Of Technology

  公开号：US20140288319A1

  公开（公告）日：2014-09-25

  The invention pertains to the use of Group 8 transition metal carbene complexes as catalysts for olefin cross-metathesis reactions. In particular, ruthenium and osmium alkylidene complexes substituted with an N-heterocyclic carbene ligand are used to catalyze cross-metathesis reactions to provide a variety of substituted and functionalized olefins, including phosphonate-substituted olefins, directly halogenated olefins, 1,1,2-trisubstituted olefins, and quaternary allylic olefins. The invention further provides a method for creating functional diversity using the aforementioned complexes to catalyze cross-metathesis reactions of a first olefinic reactant, which may or may not be substituted with a functional group, with each of a plurality of different olefinic reactants, which may or may not be substituted with functional groups, to give a plurality of structurally distinct olefinic products. The methodology of the invention is also useful in facilitating the stereoselective synthesis of 1,2-disubstituted olefins in the cis configuration.