4-(4-hydroxy-3-methoxyphenyl)-but-2-enal

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-(4-hydroxy-3-methoxyphenyl)-but-2-enal
• 英文别名: (E)-4-(4-hydroxy-3-methoxyphenyl)but-2-enal
• 化学式: C₁₁H₁₂O₃
• 分子量: 192.214
• InChiKey: XEPAOMBRLPSZLH-NSCUHMNNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-trimethylsilyl-1,3-butadiene 、 木榴油 在 [双(三氟乙酰氧基)碘]苯 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 2.5h， 以10%的产率得到4-(4-hydroxy-3-methoxyphenyl)-but-2-enal
  参考文献：
  名称：

  Oxidized Arenol Intermediates in Intermolecular Carbon−Carbon Bond Formation. Naphthoid Cyclohexa-2,4-dienones via Oxidative Nucleophilic Substitution

  摘要：

  [GRAPHICS]Dearomatization of arenes is a powerful strategy for the preparation of functionalized cyclic olefins, Phenol oxidation can be exploited as a dearomatization tactic to produce cyclohexa-2,4-dienones. lodine(lll)-mediated oxidation of 2-alkyl- and 5-alkoxynaphthols was accomplished in the presence of an allylsilane or a silyl enol ether carbon-based nucleophile to furnish cyclohexa-2,4-dienone derivatives in moderate to good yields. This intermolecular carbon-carbon bond-forming reaction is particularly promising for the preparation of synthetically valuable naphthoid orthoquinols.

  DOI：

  10.1021/ol9910363

文献信息

• RUTHENIUM POLYMERISATION CATALYSTS
  申请人：UNIVERSITY COURT OF THE UNIVERSITY OF ST ANDREWS

  公开号：US20140228563A1

  公开（公告）日：2014-08-14

  Cis and trans ruthenium complexes that can be used as catalysts for ring opening metathesis polymerisation (ROMP) are described. The complexes are generally square pyramidal in nature, having two anionic ligands X. Corresponding cationic complexes where one or both of the anionic ligands X are replaced by a non-co-ordinating anionic ligand are also described. Polymers such as polydicyclopentadiene (PDCPD) can be prepared using the catalysts.

  描述了可以用作环开环醚交换聚合（ROMP）催化剂的顺式和反式钌配合物。这些配合物通常具有两个阴离子配体X，本质上是方锥形的。还描述了相应的阳离子配合物，其中一个或两个阴离子配体X被非配位阴离子配体取代。可以使用这些催化剂制备聚二环戊二烯（PDCPD）等聚合物。
• [EN] RUTHENIUM COMPLEXES FOR USE IN OLEFIN METATHESIS<br/>[FR] COMPLEXES DE RUTHÉNIUM DESTINÉS À ÊTRE UTILISÉS DANS LA MÉTATHÈSE D'OLÉFINES
  申请人：UNIV ST ANDREWS

  公开号：WO2011117571A1

  公开（公告）日：2011-09-29

  Cis ruthenium complexes that can be used as catalysts are described. The complexes are generally square pyramidal in nature, having two anionic ligands X adjacent to each other. The complexes can be used as catalysts, for example in olefin metathesis reactions. Corresponding trans ruthenium complexes are also described, together with cationic complexes where one or both of the anionic ligands X are replaced by a non- co-ordinating anionic ligand.

  描述了可用作催化剂的顺铑配合物。这些配合物通常具有两个相邻的阴离子配体X，其结构一般为方锥形。这些配合物可以用作催化剂，例如在烯烃交换反应中。同时还描述了相应的反式顺铑配合物，以及其中一个或两个阴离子配体X被非配位阴离子取代的阳离子配合物。
• Synthesis and Reactivity of Ruthenium Phosphite Indenylidene Complexes
  作者：Xavier Bantreil、Albert Poater、César A. Urbina-Blanco、Yannick D. Bidal、Laura Falivene、Rebecca A. M. Randall、Luigi Cavallo、Alexandra M. Z. Slawin、Catherine S. J. Cazin

  DOI：10.1021/om300703p

  日期：2012.11.12

  The synthesis of the four olefin metathesis precatalysts Caz-1a-d, featuring the NHC ligand N,N'-bis(2,4,6-trimethylphenyl)imidazolin-2-ylidene (SIMes) and four different phosphites (P((OPr)-Pr-i)(3), P(OPh)(3), P(OEt)(3), and P(OMe)(3)), is reported. The complexes are readily synthesized from commercially available [RuCl2(3-phenylinden-1-ylidene)-(pyridine)(SIMes)] (Ind-III) in yields of up to 88%. These complexes adopt an unusual cis configuration between the phosphite and the NHC ligands. NMR experiments and computational studies confirm that the cis complexes are thermodynamically favored in comparison to their trans counterparts. In addition, the isomerization from trans to cis occurs via a mononuclear and non-dissociative mechanism. Among the four precatalysts, cis-Caz-1a, featuring a P((OPr)-Pr-i)(3) ligand, displays the highest activity in ring-closing metathesis and cross-metathesis transformations. Experiments at low catalyst loadings demonstrated the potential of this catalyst, allowing better conversions than with commonly used commercially available precatalysts.
• RUTHENIUM COMPLEXES FOR USE IN OLEFIN METATHESIS
  申请人：Cazin Catherine

  公开号：US20130165649A1

  公开（公告）日：2013-06-27

  Cls ruthenium complexes that can be used as catalysts are described. The complexes are generally square pyramidal in nature, having two anionic ligands X adjacent to each other. The complexes can be used as catalysts, for example in olefin metathesis reactions. Corresponding trans ruthenium complexes are also described, together with cationic complexes where one or both of the anionic ligands X are replaced by a non-co-ordinating anionic ligand.
• US9233994B2
  申请人：——

  公开号：US9233994B2

  公开（公告）日：2016-01-12