1-溴-4-[(4-氯苯基)甲基]苯 | 30203-84-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-溴-4-[(4-氯苯基)甲基]苯
• 英文名称: 1-bromo-4-(4-chlorobenzyl)benzene
• 英文别名: 1-Bromo-4-[(4-chlorophenyl)methyl]benzene
• CAS: 30203-84-0
• 化学式: C₁₃H₁₀BrCl
• 分子量: 281.579
• InChiKey: OBOCHBYNINNMQI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 海关编码：
  2903999090

反应信息

• 作为反应物：
  描述：

  1-溴-4-[(4-氯苯基)甲基]苯 在 2-双环己基膦-2',6'-二甲氧基联苯 、 potassium phosphate 、 正丁基锂 、 palladium on activated carbon 、 SPhos Pd G2 、 palladium diacetate 、 sodium hydride 、 sodium naphthalenide 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 水 、 甲苯 为溶剂， 反应 79.17h， 生成 Nonacyclo[22.10.2.22,5.27,10.211,14.215,18.220,23.025,34.027,32]hexatetraconta-1(35),2(46),3,5(45),7,9,11,13,15(40),16,18(39),20(38),21,23(37),24(36),25,27,29,31,33,41,43-docosaene
  参考文献：
  名称：

  Investigating the Reactivity of 1,4-Anthracene-Incorporated Cycloparaphenylene

  摘要：

  Cycloparaphenylenes (CPPs) and their derivatives are unique conjugated macrocycles with novel optoelectronic and host-guest properties. A better understanding of their reactivity is essential for creating new functional materials utilizing these strained aromatic molecules as building blocks. 1,4-Anthracene-incorporated CPP 1 was synthesized and exhibited Diels-Alder reactivity but was unable to photodimerize. Comparison studies with cydophane 2 and unstrained 3 indicated that the distorted anthracene geometry is likely the major contributor to the anomalous reactivity of 1.

  DOI：

  10.1021/acs.orglett.6b00430
• 作为产物：
  描述：

  1-((4-溴苯基)-(4-氯苯基))甲醇 在 lithium aluminium tetrahydride 、 三氯化铝 作用下， 以 乙醚 为溶剂， 生成 1-溴-4-[(4-氯苯基)甲基]苯
  参考文献：
  名称：

  Blackwell,J.; Hickinbottom,W.J., Journal of the Chemical Society, 1961, p. 1405 - 1407

  摘要：

  DOI：

文献信息

• Metal-Free C–O Bond Functionalization: Catalytic Intramolecular and Intermolecular Benzylation of Arenes
  作者：Luis Bering、Kirujan Jeyakumar、Andrey P. Antonchick

  DOI：10.1021/acs.orglett.8b01495

  日期：2018.7.6

  conditions enabled a catalytic and metal-free Friedel–Crafts alkylation reaction with benzylic alcohols, producing water as the stoichiometric byproduct. A comprehensive scope (>50 examples) for both approaches and application in drug synthesis were demonstrated. Mechanistic studies suggest a Lewis acid-based mechanism for the metal-free Friedel–Crafts reaction.

  描述了使用硝鎓盐作为催化剂的苄基苯基醚的无金属催化的分子内重排。优化的反应条件使苄基醇能够进行无金属催化的Friedel-Crafts烷基化反应，从而产生水作为化学计量副产物。展示了方法和在药物合成中的应用的综合范围（> 50个示例）。机理研究表明，路易斯酸基机理可用于无金属的Friedel-Crafts反应。
• Palladium-Catalyzed Cross-Methylation of Aryl Chlorides by Stabilized Dimethylaluminium and -Gallium Reagents
  作者：Jochanan Blum、Olga Berlin、David Milstein、Yehoshua Ben-David、Birgit C. Wassermann、Stefan Schutte、Herbert Schumann

  DOI：10.1055/s-2000-6373

  日期：——

  Two methods for palladium-catalyzed cross-methylation of aryl chlorides by intramolecularly stabilized dialkylaluminium and -gallium complexes 6-13 have been studied. In one method, in which either tetrakis(triphenylphosphine)palladium (1) or dichlorobis(triphenylphosphine)palladium (2) is used as the catalyst at 80-90 °C, the activation of the chlorine atom is affected by introduction of strong electron-withdrawing groups into the aromatic moiety. The second method is based on the application of either [1,3-bis(diisopropylphosphino)propane)]palladium (4) or homologous electron-rich palladium complexes as catalysts. Although 4 promotes smooth cross-alkylation of aryl chlorides it fails to activate simple aryl bromides.

  研究了两种使用分子内稳定的双烷基铝和镓复合物6-13进行钯催化的芳基氯交叉甲基化的方法。在第一种方法中，使用四（三苯基膦）钯（1）或二氯双（三苯基膦）钯（2）作为催化剂，在80-90°C下，通过向芳香环引入强吸电子基团来实现氯原子的活化。第二种方法基于应用[1,3-双（二异丙基膦）丙烷]钯（4）或相邻的富电子钯复合物作为催化剂。尽管4促进了芳基氯的平滑交叉烷基化，但无法活化简单的芳基溴。
• Porous polymeric ligand promoted copper-catalyzed C-N coupling of (hetero)aryl chlorides under visible-light irradiation
  作者：Erfei Wang、Kaixuan Chen、Yinan Chen、Jiawei Zhang、Xinrong Lin、Mao Chen

  DOI：10.1007/s11426-020-9859-9

  日期：2021.1

  A porous polymeric ligand (PPL) has been synthesized and complexed with copper to generate a heterogeneous catalyst (Cu@PPL) that has facilitated the efficient C-N coupling with various (hetero)aryl chlorides under mild conditions of visible-light irradiation at 80 °C (58 examples, up to 99% yields). This method could be applied to both aqueous ammonia and substituted amines, and is compatible to a

  已经合成了多孔聚合物配体（PPL）并与铜络合，生成多相催化剂（Cu @ PPL），该催化剂有助于在80°C的可见光照射下，与各种（杂）芳基氯化物进行有效的CN偶联。 （58个例子，高达99％的收益率）。该方法可以应用于氨水和取代的胺，并且与多种官能团和杂环兼容，并允许CN与偶合二卤化物串联。此外，Cu @ PPL的非均质特性使它可以在多次循环中直接分离催化剂，而通过简单过滤就可以将催化效率损失忽略不计，从而提供了含有少于1 ppm Cu残留物的反应混合物。
• 5-HYDROXYPYRIMIDINE-4-CARBOXAMIDE COMPOUND
  申请人：Kuribayashi Takeshi

  公开号：US20110112103A1

  公开（公告）日：2011-05-12

  The present invention provides compounds which promote erythropoietin production. Compounds represented by the following general formula (1) or pharmacologically acceptable salts thereof are provided: [wherein, R 1 represents a group —X-Q 1 , X-Q 1 -Y-Q 2 or X-Q 1 -Y-Q 2 -Z-Q 3 , X represents a single bond, —CH 2 — or the like, Q 1 represents a monocyclic or bicyclic heterocyclic group which may have substituent(s), Y represents a single bond, —CH 2 —, or the like, Q 2 represents a monocyclic or bicyclic hydrocarbon ring group which may have substituent(s) or a monocyclic or bicyclic heterocyclic group which may have substituent(s), Z represents a single bond, —CR 11 R 12 — or the like, R 11 and R 12 each independently represents a hydrogen atom, a halogen atom or the like, Q 3 represents a phenyl group which may have substituent(s), a C 3 -C 7 cycloalkyl group which may have substituent(s), a C 3 -C 7 cycloalkenyl group which may have substituent(s) or a monocyclic or bicyclic heterocyclic group which may have substituent(s), R 2 represents a C 1 -C 3 alkyl group or the like, and R 3 represents a hydrogen atom or a methyl group].

  本发明提供促进促红细胞生成素产生的化合物。提供以下一般式（1）表示的化合物或其药理学上可接受的盐： [其中，R 1 表示一个基团-X-Q 1 ，X-Q 1 -Y-Q 2 或X-Q 1 -Y-Q 2 -Z-Q 3 ，X表示一个单键，-CH 2 -或类似物，Q 1 表示可能具有取代基的单环或双环杂环基团，Y表示一个单键，-CH 2 -或类似物，Q 2 表示可能具有取代基的单环或双环碳氢环基团或可能具有取代基的单环或双环杂环基团，Z表示一个单键，-CR 11 R 12 -或类似物，R 11 和R 12 各自独立地表示氢原子、卤素原子或类似物，Q 3 表示可能具有取代基的苯基团，可能具有取代基的C 3 -C 7 环烷基团，可能具有取代基的C 3 -C 7 环烯基团或可能具有取代基的单环或双环杂环基团，R 2 表示C 1 -C 3 烷基团或类似物，R 3 表示氢原子或甲基基团]。
• AIBN initiated functionalization of the benzylic sp3 C H and C C bonds in the presence of dioxygen
  作者：Yingying Hu、Yu Shao、Shuwei Zhang、Yuan Yuan、Zheng Sun、Yu Yuan、Xiaodong Jia

  DOI：10.1016/j.tetlet.2020.152806

  日期：2021.3

  sp3 CH bond functionalization and CC bond cleavage were realized by AIBN/O2 catalyst system, providing a series of benzophenones under mild reaction conditions. The mechanistic study shows that a peroxide intermediate is involved in this transformation, and in the case of diphenylmethanes, the sp3 CC bond is cleaved through the peroxide rearrangement, which might provides a new way to cleave relatively

  通过AIBN / O 2催化剂体系实现了sp 3 C H键的官能化和C C键的裂解，在温和的反应条件下提供了一系列的二苯甲酮。机理研究表明，过氧化物中间体参与了这一转变，在二苯基甲烷的情况下，sp 3 C C键通过过氧化物重排而断裂，这可能提供了一种断裂相对较强的C C键并被应用的新方法。更一般的C C键活化。

表征谱图