1, 3, 5-trimethyl-2-((1-phenylallyl) oxy) benzene | 512789-40-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1, 3, 5-trimethyl-2-((1-phenylallyl) oxy) benzene
• 英文别名: 1,3,5-trimethyl-2-((1-phenylallyl)oxy)benzene；1-phenyl-1-(2,4,6-trimethylphenoxy)-2-propene；1,3,5-Trimethyl-2-(1-phenylprop-2-enoxy)benzene
• CAS: 512789-40-1
• 化学式: C₁₈H₂₀O
• 分子量: 252.356
• InChiKey: INCFXOMYXAXHII-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2,4,6-三甲酚 、 肉桂基氯 在 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 、 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 16.33h， 生成 1, 3, 5-trimethyl-2-((1-phenylallyl) oxy) benzene 、 1,3,5-trimethyl-2-(3-phenylprop-2-enoxy)benzene
  参考文献：
  名称：

  From precursor to catalyst: the involvement of [Ru(η5-Cp∗)Cl2]2 in highly branch selective allylic etherification of cinnamyl chlorides

  摘要：

  (RuCp*Cl-2)(2), a general entry into Cp*Ru sandwich and half-sandwich chemistry was first used as a precatalyst in allylic etherification of cinnamyl chlorides with up to 98:2 regioselectivity (19 examples). Both the solvent effect and the exsiccant reaction condition are crucial to the reactivity and selectivity. Preliminary mechanism studies and the demonstration of Fluoxetine synthesis were presented in this work as well. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.12.074

文献信息

• Regio- and Enantioselective Iridium-Catalyzed Intermolecular Allylic Etherification of Achiral Allylic Carbonates with Phenoxides
  作者：Fernando López、Toshimichi Ohmura、John F. Hartwig

  DOI：10.1021/ja029790y

  日期：2003.3.1

  An enantioselective and regioselective iridium-catalyzed allylic etherification is described. The reaction of sodium and lithium aryloxides with achiral (E)-cinnamyl and terminal aliphatic allylic electrophiles in the presence of 2 mol % of an iridium-phosphoramidite complex provides chiral allylic aryl ethers in high yields and excellent levels of regio- and enantioselectivity. Lithium aryloxides

  描述了对映选择性和区域选择性铱催化的烯丙基醚化。钠和锂芳基氧化物与非手性 (E)-肉桂基和末端脂肪族烯丙基亲电试剂在 2 mol% 的铱-亚磷酰胺络合物存在下反应，以高产率和出色的区域和对映选择性提供手性烯丙基芳基醚。在邻位、间位或对位包含单个取代基的芳基氧化锂以及位阻酚盐是可以接受的。THF 中的反应显示出最合适的速率、区域和对映选择性平衡。也观察到来自烷基 (E)-烯丙基碳酸酯反应的产物的高 ee。
• Enantioselective amination and etherification
  申请人：Hartwig F John

  公开号：US20060199728A1

  公开（公告）日：2006-09-07

  The present invention is directed to a catalyst composition, comprising: (1) a catalyst precursor having the general structure MSX n wherein M is a transition metal selected from the group consisting of iridium, molybdenum, and tungsten; S is a coordinating ligand; X is a counterion; and n is an integer from 0 to 5; and (2) a phosphoramidite ligand having the structure wherein O—C n —O is an aliphatic or aromatic diolate and wherein R 1 , R 2 , R 3 and R 4 are selected from the group consisting of substituted or unsubstituted aryl groups, substituted or unsubstituted heteroaryl groups, substituted or unsubstituted aliphatic groups, and combinations thereof, with the proviso that at least one of R 1 , R 2 , R 3 , or R 4 must be a substituted or unsubstituted aryl or heteroaryl group. The present invention is also directed to activated catalysts made from the above catalyst composition, as well as methods of allylic amination and etherification using the above catalysts.

  本发明涉及一种催化剂组合物，包括：（1）具有一般结构MSXn的催化剂前体，其中M是从铱、钼和钨组成的过渡金属中选择的；S是一个配位配体；X是一个计数离子；n是从0到5的整数；以及（2）具有以下结构的磷酰胺配体，其中O-Cn-O是脂肪族或芳香族二醇，其中R1、R2、R3和R4选自取代或未取代的芳基基团、取代或未取代的杂环基团、取代或未取代的脂肪基团和它们的组合，但至少有一个R1、R2、R3或R4必须是取代或未取代的芳基或杂环基团。本发明还涉及由上述催化剂组合物制备的活性催化剂，以及使用上述催化剂进行烯丙基胺化和醚化的方法。
• US7732365B2
  申请人：——

  公开号：US7732365B2

  公开（公告）日：2010-06-08
• From precursor to catalyst: the involvement of [Ru(η5-Cp∗)Cl2]2 in highly branch selective allylic etherification of cinnamyl chlorides
  作者：Ravi Kumara Guralamatta Siddappa、Chih-Wei Chang、Rong-Jie Chein

  DOI：10.1016/j.tetlet.2013.12.074

  日期：2014.1

  (RuCp*Cl-2)(2), a general entry into Cp*Ru sandwich and half-sandwich chemistry was first used as a precatalyst in allylic etherification of cinnamyl chlorides with up to 98:2 regioselectivity (19 examples). Both the solvent effect and the exsiccant reaction condition are crucial to the reactivity and selectivity. Preliminary mechanism studies and the demonstration of Fluoxetine synthesis were presented in this work as well. (C) 2013 Elsevier Ltd. All rights reserved.