allyl-1,1-d2 methyl carbonate | 1246537-29-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机碳酸及其衍生物
• 英文名称: allyl-1,1-d2 methyl carbonate
• CAS: 1246537-29-0
• 化学式: C₅H₈O₃
• 分子量: 118.101
• InChiKey: YHLVIDQQTOMBGN-APZFVMQVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.96
• 重原子数：
  8.0
• 可旋转键数：
  2.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  allyl-1,1-d2 methyl carbonate 、 甲基丙二酸二乙酯 在 sodium hydride 、 tris-(dibenzylideneacetone)dipalladium(0) 、 N,N-dimethyl-2-diphenylphosphinoethylamine 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 反应 20.17h， 生成 、
  参考文献：
  名称：

  Memory and dynamics in Pd-catalyzed allylic alkylation with P,N-ligands

  摘要：

  The memory effect, known to exert a strong influence on selectivity in some applications of the Pd-catalyzed allylic alkylation, has been investigated for a catalytic system based on a bidentate P,N-ligand. Although this system might be expected to show strong memory effects due to the difference in the trans influence of the two donor atoms (P > N), isotopic labeling revealed an almost complete absence of regio-retention. Modeling of dynamic processes in the intermediate (eta(3)-allyl)Pd complex allowed this observation to be rationalized in terms of anion-assisted apparent rotation. The study has allowed seemingly conflicting reports on the behavior of (eta(3)-allyl)Pd systems to be unified by a computational model. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.03.031
• 作为产物：
  描述：

  1,1-二氘代-2-丙烯醇 、 氯甲酸甲酯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 生成 allyl-1,1-d2 methyl carbonate
  参考文献：
  名称：

  Memory and dynamics in Pd-catalyzed allylic alkylation with P,N-ligands

  摘要：

  The memory effect, known to exert a strong influence on selectivity in some applications of the Pd-catalyzed allylic alkylation, has been investigated for a catalytic system based on a bidentate P,N-ligand. Although this system might be expected to show strong memory effects due to the difference in the trans influence of the two donor atoms (P > N), isotopic labeling revealed an almost complete absence of regio-retention. Modeling of dynamic processes in the intermediate (eta(3)-allyl)Pd complex allowed this observation to be rationalized in terms of anion-assisted apparent rotation. The study has allowed seemingly conflicting reports on the behavior of (eta(3)-allyl)Pd systems to be unified by a computational model. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.03.031

文献信息

• Cobalt(III)-Catalyzed Directed C–H Allylation
  作者：Tobias Gensch、Suhelen Vásquez-Céspedes、Da-Gang Yu、Frank Glorius

  DOI：10.1021/acs.orglett.5b01701

  日期：2015.8.7

  The cobalt(III)-catalyzed allylation was developed for amide-directed C-H activation of arenes, heteroarenes, and olefins. A variety of allyl sources can be employed to introduce this useful functional group.