di(3,4-xylyl)iodonium triflate | 149969-99-3

• 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: di(3,4-xylyl)iodonium triflate
• 英文别名: (3,4-dimethylphenyl)iodonium triflate；di(3,4-dimethylphenyl)iodonium trifluoromethanesulfonate；Bis(3,4-dimethylphenyl)iodanium;trifluoromethanesulfonate
• CAS: 149969-99-3
• 化学式: CF₃O₃S*C₁₆H₁₈I
• 分子量: 486.294
• InChiKey: VZIATJJOYMITGX-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  65.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  di(3,4-xylyl)iodonium triflate 、 benzaldehyde p-toluenesulfonylhydrazone 在 copper(l) iodide 、 caesium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 反应 24.0h， 以68%的产率得到
  参考文献：
  名称：

  铜催化甲苯磺酰hydr的C-N偶联反应

  摘要：

  甲苯磺酰hydr是一种不稳定的高反应性化合物，在碱性条件下易于转化为反应性重氮化合物，然后再转化为高度反应性的卡宾。为了完成有价值的C-N偶联反应，对二芳基碘鎓盐进行了评估，并证明是一类有效的亲电试剂。用不含配体的铜盐作为催化剂的反应显示了广泛的底物范围。提出了一种合理的机制。

  DOI：

  10.1002/aoc.4483

文献信息

• Selective C–N coupling reaction of diaryliodonium salts and dinucleophiles
  作者：Chang Ma、Xufeng Wu、Qingle Zeng、Lihong Zhou、Yi Huang

  DOI：10.1039/c6nj03964b

  日期：——

  selective C–N coupling reaction of diaryliodonium salts and dinucleophiles under mild conditions was realized. Diaryliodonium salts prefer to react with dinucleophiles at the site of stronger alkalic amino groups. Thus, a general aliphatic amino-selective N-arylation of α-amino amides was disclosed. Additionally, copper-catalyzed N-arylation of diaryliodonium salts afforded the same products as obtained

  N-芳基-α-氨基酰胺及其手性异构体已显示出作为药物的重要应用。但是，迄今为止，它们的一步合成路线仍有待开发。在此，实现了在温和条件下有效的无配体铜催化的二芳基碘鎓盐和二亲核试剂的选择性C–N偶联反应。二芳基碘鎓盐更喜欢在强碱性氨基的位置与二亲核试剂反应。因此，公开了α-氨基酰胺的一般脂族氨基选择性N-芳基化。此外，铜催化的二芳基碘鎓盐的N-芳基化得到的产物与经由钯催化的芳基卤化物反应得到的产物相同。
• Palladium Catalyzed C–I and Vicinal C–H Dual Activation of Diaryliodonium Salts for Diarylations: Synthesis of Triphenylenes
  作者：Xunshen Wu、Jianwei Han、Limin Wang

  DOI：10.1021/acs.joc.7b01905

  日期：2018.1.5

  we report an approach for direct diarylations of 2-bromobiphenyls or bromobenzenes. As a result, a wide range of triphenylenes with various substituents have been synthesized in good yields. These triphenylenes are expected to be employed in the “bottom-up” synthesis of functional aromatic molecules in material science.

  使用钯催化二芳基碘鎓盐的C–I和邻位C–H键的双重活化的合成策略，我们报道了一种用于2-溴代联苯或溴苯直接二芳基化的方法。结果，已经以良好的产率合成了范围广泛的具有各种取代基的三亚苯基。这些三亚苯基有望在材料科学中用于功能性芳族分子的“自下而上”合成。
• Access to 2-Arylindoles via Decarboxylative C−C Coupling in Aqueous Medium and to Heteroaryl Carboxylates under Base-Free Conditions using Diaryliodonium Salts
  作者：Velladurai Arun、Meenakshi Pilania、Dalip Kumar

  DOI：10.1002/asia.201601290

  日期：2016.12.6

  accessible heteroaromatic carboxylic acids and diaryliodonium salts were successfully employed to construct valuable 2‐arylindoles and heteroaryl carboxylates in a regioselective fashion. C2‐arylated indoles were produced using a Pd‐catalyzed decarboxylative strategy in water without any base, oxidant, or ligand. Heteroaryl carboxylates were prepared under metal and base‐free conditions. This protocol was

  容易获得的杂芳族羧酸和二芳基碘鎓盐已成功用于以区域选择性的方式构建有价值的2-芳基吲哚和杂芳基羧酸盐。C2芳基吲哚是在水中没有任何碱，氧化剂或配体的情况下使用Pd催化的脱羧策略生产的。杂芳基羧酸盐是在无金属和无碱条件下制备的。该方案已成功用于合成细胞周期蛋白依赖性激酶（CDK）抑制剂Paullone。
• Novel carbazole derivative and chemically amplified radiation-sensitive resin composition
  申请人：——

  公开号：US20020172885A1

  公开（公告）日：2002-11-21

  A carbazole derivative of the following formula (1), 1 wherein R 1 and R 2 individually represent a hydrogen atom or a monovalent organic group, or R 1 and R 2 form, together with the carbon atom to which R 1 and R 2 bond, a divalent organic group having a 3-8 member carbocyclic structure or a 3-8 member heterocyclic structure, and R 3 represents a hydrogen atom or a monovalent organic group. The carbazole derivative is suitable as an additive for increasing sensitivity of a chemically amplified resist. A chemically amplified radiation-sensitive resin composition, useful as a chemically amplified resist, comprising the carbazole derivative is also disclosed.

  以下是该段文字的中文翻译： 一种具有以下式（1）的咔唑衍生物，其中R1和R2分别代表氢原子或一价有机基团，或者R1和R2与其结合的碳原子一起形成具有3-8个成员碳环结构或3-8个成员杂环结构的二价有机基团，R3代表氢原子或一价有机基团。该咔唑衍生物适用作为增加化学增感抗蚀性的添加剂。还公开了一种化学增感辐射敏感树脂组合物，该组合物用作化学增感抗蚀剂，包括该咔唑衍生物。
• Novel anthracene derivative and radiation-sensitive resin composition
  申请人：——

  公开号：US20030194634A1

  公开（公告）日：2003-10-16

  A novel anthracene derivative useful as an additive to a radiation-sensitive resin composition is disclosed. The anthracene derivative has the following formula (1), 1 wherein R 1 groups individually represent a hydroxyl group or a monovalent organic group having 1-20 carbon atoms, n is an integer of 0-9, X is a single bond or a divalent organic group having 1-12 carbon atoms, and R 2 represents a monovalent acid-dissociable group. The radiation-sensitive resin composition comprises the anthracene derivative of the formula (1), a resin insoluble or scarcely soluble in alkali, but becomes alkali soluble in the presence of an acid, and a photoacid generator. The composition is useful as a chemically-amplified resist for microfabrication utilizing deep ultraviolet rays, typified by a KrF excimer laser and ArF excimer laser.

  揭示了一种作为辐射敏感树脂组合物添加剂有用的新型蒽衍生物。该蒽衍生物具有以下化学式（1），其中R1基分别表示一个羟基或具有1-20个碳原子的一价有机基团，n是0-9的整数，X是一个单键或具有1-12个碳原子的二价有机基团，R2表示一价酸可解离基团。辐射敏感树脂组合物包括化学式（1）的蒽衍生物，一种在碱性条件下不溶或几乎不溶但在存在酸时变为碱溶的树脂，以及光酸发生剂。该组合物可用作化学放大光刻胶，用于利用KrF准分子激光和ArF准分子激光等深紫外线进行微加工。