o-tolylmagnesium bromide

• 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: o-tolylmagnesium bromide
• 英文别名: o-tolyl magnesium (1+); bromide；o-Tolylmagnesium(1+); Bromid
• 化学式: Br*C₇H₇Mg
• 分子量: 195.342
• InChiKey: DVXDIGKNJYSMFM-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.63
• 重原子数：
  9.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  、 o-tolylmagnesium bromide 生成 di-o-tolyltelluride
  参考文献：
  名称：

  Role of anagostic interactions in cycloplatination of telluroethers: Synthesis and structural characterization

  摘要：

  Reactions of K2PtCl4 with TeRR' gave complexes of composition [PtCl2(TeRR')(2)] (R/R' = Ph-2(1a), o-tol(2) (1b), Mes2(1c), Ph/Mes (1d), o-tol/Mes (1e)). The complex [PtCl2(TeMes(2))(2)] in refluxing THF afforded a mononuclear cyclometalated complex [PtCl{(CH2C6H2Me2-4,6)TeMes}(TeMes(2))] (2). It tends to remain in equilibrium with a binuclear derivative [Pt(mu-Cl){(CH2C6H2Me2-4,6)TeMes}12 (3) in CDCl3 solution. The complexes Id and le did not undergo cyclometalation reaction under similar reaction conditions. The 2 on treatment with PPh3 gave [PtCl{(CH2C6H2Me2-4,6)TeMes}(PPh3)] (4). All the complexes have been, 3113, 125-re, characterized by elemental analysis and NMR (H-1, P-31, Te-125, Pt-195) spectroscopy. Anagostic interactions have been recognised for facilitation of cyclometalation reactions. The molecular structures of trans[PtCl2(TeMes)(2)] trans-[PtCl2(PhTeMes)(2)] (1d), trans-[PtCl2(o-tolTeMes)(2)] (le), [PtCl{(CH2C6H2Me2-4,6)TeMes}(TeMes(2))] (2) and [PtCl{(CH2C6H2Me2-4,6)TeMes}(PPh3)] (4) have been established unambiguously by single crystal X-ray diffraction analyses. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2015.05.062
• 作为产物：
  描述：

  2-溴甲苯 在 碘 作用下， 生成 o-tolylmagnesium bromide
  参考文献：
  名称：

  Gilman; Zoellner; Dickey, Journal of the American Chemical Society, 1929, vol. 51, p. 1580,1585

  摘要：

  DOI：

文献信息

• Synthesis and biological activity of substituted 2,4-diaminopyrimidines that inhibit Bacillus anthracis
  作者：Baskar Nammalwar、Richard A. Bunce、K. Darrell Berlin、Christina R. Bourne、Philip C. Bourne、Esther W. Barrow、William W. Barrow

  DOI：10.1016/j.ejmech.2012.05.018

  日期：2012.8

  the lowest MICs with values of 0.5 μg/mL and 0.375–1.5 μg/mL, respectively. It is likely that the S isomers of 1 will bind the substrate-binding pocket of dihydrofolate reductase (DHFR) as in B. anthracis was found for (S)-1a. The final step in the convergent synthesis of target systems 1 from (±)-1-(1-substituted-2(1H)-phthalazinyl)-2-propen-1-ones 6 with 2,4-diamino-5-(5-iodo-3,4-dimethoxybenzyl)pyrimidine

  制备了一系列取代的 2,4-二氨基嘧啶1 ，并使用先前报道的 (±)-3-5-[(2,4-二氨基-5-嘧啶基)甲基]-2,3 评估了其抗炭疽杆菌的活性-二甲氧基苯基}-1-(1-丙基-2( 1H )-酞嗪基)-2-丙烯-1-酮( 1a )，最低抑菌浓度(MIC)值为1-3μg/mL，作为标准。在目前的工作中，相应的异丁烯基 ( 1e ) 和苯基 ( 1h ) 衍生物在最低 MIC 方面表现出最显着的活性，分别为 0.5 μg/mL 和 0.375–1.5 μg/mL。 1的S异构体很可能会结合二氢叶酸还原酶 (DHFR) 的底物结合袋，就像在炭疽芽孢杆菌中发现的 ( S ) -1a一样。由 (±)-1-(1-取代-2(1 H )-酞嗪基)-2-丙烯-1-酮6与 2,4-二氨基-5-( 收敛合成目标系统1的最后一步5-碘-3,4-二甲氧基苯甲基)嘧啶( 13 )是在密封管条件下通过新型Heck偶联反应完成的。
• Synthesis and Biological Activity of Novel Phenyltriazolinone Derivatives
  作者：Qiongyou Wu、Guodong Wang、Shaowei Huang、Long Lin、Guangfu Yang

  DOI：10.3390/molecules15129024

  日期：——

  Phenyltriazolinones are one of the most important classes of herbicides targeting the protoporphyrinogen oxidase enzyme. A series of triazolinone derivatives containing a strobilurin pharmacophore were designed and synthesized with the aim of discovering new phenyltriazolinone analogues with high activity. The herbicidal activity of the synthesized compounds was assayed and some of the test compounds displayed moderate herbicidal activity at 150 g ai/ha.

  苯并三唑啉酮是一类重要的原卟啉原氧化酶靶向除草剂。设计并合成了一系列含醚菌胺药效团的二氮唑啉酮衍生物，旨在发现活性高的苯并三唑啉酮类似物。对合成的化合物进行了除草活性测定，部分测试化合物在150克有效成分/公顷的剂量下表现出中等除草活性。
• A Superior Method for the Reduction of Secondary Phosphine Oxides
  作者：Carl A. Busacca、Jon C. Lorenz、Nelu Grinberg、Nizar Haddad、Matt Hrapchak、Bachir Latli、Heewon Lee、Paul Sabila、Anjan Saha、Max Sarvestani、Sherry Shen、Richard Varsolona、Xudong Wei、Chris H. Senanayake

  DOI：10.1021/ol0517832

  日期：2005.9.1

  to be outstanding reductants for secondary phosphine oxides (SPOs). All classes of SPOs can be readily reduced, including diaryl, arylalkyl, and dialkyl members. Many SPOs can now be reduced at cryogenic temperatures, and conditions for preservation of reducible functional groups have been found. Even the most electron-rich and sterically hindered phosphine oxides can be reduced in a few hours at 50-70

  [反应：见正文]已发现氢化二异丁基铝（DIBAL-H）和三异丁基铝是仲氧化膦（SPO）的杰出还原剂。所有类别的SPO都可以轻松还原，包括二芳基，芳基烷基和二烷基成员。现在可以在低温下还原许多SPO，并发现了保存可还原官能团的条件。即使是最富电子和位阻的膦氧化物，也可以在50-70摄氏度的温度下在几小时内还原。这种新的还原方法与现有技术相比具有明显的优势。
• Nickel-Catalyzed Kumada Reaction of Tosylalkanes with Grignard Reagents to Produce Alkenes and Modified Arylketones
  作者：Ji-Cheng Wu、Lu-Bing Gong、Yuanzhi Xia、Ren-Jie Song、Ye-Xiang Xie、Jin-Heng Li

  DOI：10.1002/anie.201205969

  日期：2012.9.24

  Open a new door: The first example of alkene synthesis from alkyl electrophiles with Grignard reagents using the Kumada cross‐coupling reaction strategy is reported. This method opens a new door for the Kumada cross‐coupling reaction, allowing alkenes to be prepared from the reaction of tosylalkanes with Grignard reagents.

  打开新的大门：报道了第一个使用亲子交联反应策略，使用格氏试剂从烷基亲电试剂合成烯烃的实例。该方法为Kumada交叉偶联反应打开了新的大门，使甲苯基烷烃与格氏试剂的反应可以制备烯烃。
• Catalytic alkylation of arylGrignard reagents by iron(<scp>iii</scp>) amine-bis(phenolate) complexes
  作者：Xin Qian、Louise N. Dawe、Christopher M. Kozak

  DOI：10.1039/c0dt01239d

  日期：——

  [FeL2(μ-Cl)]2 (2) and [FeL3(μ-Cl)]2 (3). In the solid state, these complexes exist as chloride-bridged dimers giving distorted trigonal bipyramidal iron(III) ions. Reaction of H2L1 with FeBr3, however, results in the formation of a tetrahedral iron(III) complex possessing two bromide ligands. The amine-bis(phenolate) ligand is bidentate in this complex and bonds to the iron(III) ion via the phenolate O-donors

  正丙基氨基-N，N-双（2-亚甲基-4-叔丁基-6-甲基苯酚），H 2 L1，正丙基氨基-N，N-双（2-亚甲基-4,6-di）的反应-叔丁基苯酚），H 2 L2和苄氨基-N，N-双（2-亚甲基-4-叔丁基-6-甲基苯酚），H 2 L3（无水）氯化铁在碱的存在下产生产物[Fe L1（μ-Cl）] 2（1），[Fe L2（μ-Cl）] 2（2）和[Fe L3（μ-Cl）] 2（3） 。在固态下，这些络合物以氯桥联的二聚体形式存在，产生扭曲的三角双锥体铁（III）离子。然而，H 2 L1与FeBr 3的反应导致形成具有两个溴化物配体的四面体铁（III）配合物。胺-二（酚盐）配位体是在这种复杂的二齿并粘合到铁（III）离子通过酚盐O供体 中心胺供体被质子化，产生季铵化的铵碎片，并且铁（III）中心具有负的形式电荷。结果，该络合物是两性离子的，并配制成FeBr 2 L1H（4）。配合物1是一种空气