allyl-3,3-d2 4-tert-butylphenyl ether | 1246456-63-2

• 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: allyl-3,3-d2 4-tert-butylphenyl ether
• CAS: 1246456-63-2
• 化学式: C₁₃H₁₈O
• 分子量: 192.269
• InChiKey: VIPLXOQHKFBWES-DICFDUPASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.55
• 重原子数：
  14.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  1,1-二氘代-2-丙烯醇 、 4-叔丁基苯酚 在 (2,2-dimethylpropane-1,3-diyl)bis(diphenylphosphane) 、 palladium diacetate 作用下， 以 甲苯 为溶剂， 生成 allyl-1,1-d2 4-tert-butylphenyl ether 、 allyl-3,3-d2 4-tert-butylphenyl ether
  参考文献：
  名称：

  Palladium–diphosphine complexes as catalysts for allylations with allyl alcohol

  摘要：

  Several palladium complexes with bidentate phosphine ligands were tested for their activity in the O-allylation of phenols with allyl alcohol. The use of C(3)-bridged bidentate phosphine ligands results in very high selectivity for O-allylation. The reactions do not require stoichiometric amounts of additives to control the chemoselectivity. Especially, catalysts with gem-dialkyl substituted C(3)-bridged bidentate phosphine ligands perform very well, resulting in a (equilibrium) conversion of similar to 50% of phenol with a selectivity of 99% for O-allylation. The use of diallyl ether as the allylating agent results in a significant increase in phenol conversion while maintaining high selectivity for O-allylation. Apart from Pd(OAc)(2) as catalyst precursor, Pd(dba)(2) was also employed, making it possible to use other types of phosphine or phosphite ligands. With the palladium catalytic system not only phenol, but also aliphatic alcohols can be allylated, as well as aromatic and aliphatic amines. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2010.06.023