benzyl [13C]formate | 98195-34-7

• 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: benzyl [13C]formate
• 英文别名: benzyl<13C>formate；benzyl [¹³C]formate；benzyl [13C]-formate；benzyl formate-13C；benzyl[13C]formate
• CAS: 98195-34-7
• 化学式: C₈H₈O₂
• 分子量: 137.139
• InChiKey: UYWQUFXKFGHYNT-CDYZYAPPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.36
• 重原子数：
  10.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  benzyl [13C]formate 、 perdenteriodecyl bromide 在 碘 、 magnesium 作用下， 生成 11-hydro-11-heneicosanol-11-13C-d42
  参考文献：
  名称：

  Rotational dynamics of flexible alkanes. An NMR coupled relaxation and a Brownian dynamics study

  摘要：

  DOI：

  10.1021/ja00309a046
• 作为产物：
  描述：

  溴甲苯 、 potassium<13C>formate 在 18-冠醚-6 作用下， 以 乙腈 为溶剂， 以66.8%的产率得到benzyl [13C]formate
  参考文献：
  名称：

  Rotational dynamics of flexible alkanes. An NMR coupled relaxation and a Brownian dynamics study

  摘要：

  DOI：

  10.1021/ja00309a046

文献信息

• Formate as a CO surrogate for cascade processes: Rh-catalyzed cooperative decarbonylation and asymmetric Pauson–Khand-type cyclization reactions
  作者：Hang Wai Lee、Albert S. C. Chan、Fuk Yee Kwong

  DOI：10.1039/b702718d

  日期：——

  A rhodium-(S)-xyl-BINAP complex-catalyzed tandem formate decarbonylation and [2 + 2 + 1] carbonylative cyclization is described; this cooperative process utilizes formate as a condensed CO source, and the newly developed cascade protocol can be extended to its enantioselective version, providing up to 94% ee of the cyclopentenone adducts.

  介绍了铑-(S)-xyl-BINAP配合物催化的甲酸脱羰和[2 + 2 + 1]羰基化环化联用反应；这种协同过程利用甲酸作为浓缩的CO源，新开发的级联方案可以扩展到其对映选择性版本，提供的环戊烯酮加成物的对映体过量值高达94%。
• Imidazole Derivatives as Accelerators for Ruthenium-Catalyzed Hydroesterification and Hydrocarbamoylation of Alkenes: Extensive Ligand Screening and Mechanistic Study
  作者：Hideyuki Konishi、Takashi Muto、Tsuyoshi Ueda、Yayoi Yamada、Miyuki Yamaguchi、Kei Manabe

  DOI：10.1002/cctc.201402986

  日期：2015.3

  Imidazole derivatives are effective ligands for promoting the [Ru3(CO)12]‐catalyzed hydroesterification of alkenes using formates. Extensive ligand screening was performed to identify 2‐hydroxymethylated imidazole as the optimal ligand. Neither carbon monoxide gas nor a directing group was required, and the reaction also showed a wide substrate generality. The Ru–imidazole catalyst system also promoted

  咪唑衍生物是使用甲酸酯促进[Ru 3（CO）12 ]催化的烯烃加氢酯化反应的有效配体。进行了广泛的配体筛选，以确定2-羟甲基化的咪唑为最佳配体。既不需要一氧化碳气体也不需要引导基团，并且该反应还显示出广泛的底物通用性。Ru-咪唑催化剂体系还促进了分子内的氨基甲酰化作用，以提供内酰胺。通过X射线晶体学分析明确地分析了Ru-咪唑配合物，它具有源自[[Ru 3（CO）12 ]和两个配体的三核结构。该配合物也已成功用于加氢酯化。通过使用D详细检查了该机制－和13 C标记的甲酸酯，表明加氢酯化反应是通过脱羰基－再羰基化途径进行的。
• N-Dealkylation of an <i>N</i>-Cyclopropylamine by Horseradish Peroxidase. Fate of the Cyclopropyl Group
  作者：Christopher L. Shaffer、Martha D. Morton、Robert P. Hanzlik

  DOI：10.1021/ja0111479

  日期：2001.9.1

  which catalyze their oxidative N-dealkylation. A key intermediate in both processes is postulated to be a highly reactive aminium cation radical formed by single electron transfer (SET) oxidation of the nitrogen center, but direct evidence for this has remained elusive. To address this deficiency and identify the fate of the cyclopropyl group lost upon N-dealkylation, we have investigated the oxidation

  环丙胺使催化其氧化性 N-脱烷基化的细胞色素 P450 酶失活。两个过程中的一个关键中间体被假定为通过氮中心的单电子转移 (SET) 氧化形成的高活性胺阳离子自由基，但对此的直接证据仍然难以捉摸。为了解决这一缺陷并确定 N-脱烷基化后环丙基丢失的命运，我们研究了辣根过氧化物酶（一种众所周知的 SET 酶）对 N-环丙基-N-甲基苯胺 (3) 的氧化。为了比较，类似的研究与 N-异丙基-N-甲基苯胺 (9) 和 N,N-二甲基苯胺 (8) 平行进行。在标准过氧化条件下（HRP、H(2)O(2)、空气），HRP 在 15-30 分钟内将 8 完全氧化为 N-甲基苯胺 (4) 加甲醛，而 9 氧化得更慢（< 10% 在 60 分钟内）只产生 N-异丙基苯胺 (10) 和甲醛（不形成丙酮和 4）。与 9 的结果相反，3 的氧化在 <60 分钟内完成并提供 4（20% 产率）加上痕量苯胺。通过使用
• Reactions of Ruthenium Carbenes of the Type (PPh3)2(X)2Ru:CH-CH:CPh2 (X = Cl and CF3COO) with Strained Acyclic Olefins and Functionalized Olefins
  作者：Zhe Wu、SonBinh T. Nguyen、Robert H. Grubbs、Joseph W. Ziller

  DOI：10.1021/ja00125a010

  日期：1995.5

  Ruthenium carbene complexes of the type (PPh(3))(2)(X)(2)Ru=CH-CH=CPh(2) (1, X = Cl; 2, X = CF3COO) can react with strained acyclic olefins and functionalized olefins. Complex 1 reacts with methylenecyclopropane and methylenecyclobutane and their derivatives to generate new active ring-opening metathesis polymerization (ROMP) catalysts. The product from the reaction between 1 and ethyl vinyl ether decomposes through a bimolecular coupling pathway, Complex 2 reacts with functionalized terminal olefins, such as alkyl vinyl ether, enamine, and alkyl vinyl sulfide to give hetero-substituted carbene complexes. However, in the case of alkyl vinyl ether, the resulting alkoxymethylenecarbene complex decomposes to ruthenium carbonyl species at room temperature. Complex 2 can also isomerize allylic vinyl ether or alcohol. Aromatic amines can react with 2 by first coordinating trans to the carbene ligand; a fact which indicates that the potential coordination site for olefin metathesis may be trans to the carbene moiety. The reactivity pattern of 2 with functionalized vinyl olefins suggests that this reaction is best understood under the context of a Lewis acid/Lewis base interaction.
• Synthesis and Characterization of Diethynylmethanobuckminsterfullerene, a Building Block for Macrocyclic and Polymeric Carbon Allotropes
  作者：Yi-Zhong An、Yves Rubin、Christophe Schaller、Stephen W. McElvany

  DOI：10.1021/jo00090a006

  日期：1994.6

  Diethynylmethanobuckminsterfullerene (1a and C-13-labeled 1b) has been prepared by reaction of the lithium salt of 1,5-bis(trimethylsilyl)-1,4-pentadiyn-3-one (p-toluenesulfonyl)hydrazone (5a/b) with C-60 followed by desilylation and characterized by NMR, IR, UV-vis, and CI-TQMS spectroscopies.