9-(4-methylsulfanylphenyl)-9H-carbazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 9-(4-methylsulfanylphenyl)-9H-carbazole
• 英文别名: 9-(4-(methylthio)phenyl)-9H-carbazole；9-(4-Methylsulfanylphenyl)carbazole
• 化学式: C₁₉H₁₅NS
• 分子量: 289.401
• InChiKey: IOJYVJXVYYIOIG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  30.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  9-(4-methylsulfanylphenyl)-9H-carbazole 、 联硼酸频那醇酯 在 [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以87%的产率得到9-[4-(4,4,5,5-四甲基-1,3,2-二氧硼杂环戊烷-2-基)苯基]-9H-咔唑
  参考文献：
  名称：

  钯催化本位芳基硫化物与Diborons的-Borylation

  摘要：

  一种催化宫浦型本位与二硼试剂芳基硫化物的-borylation已经实现，从而提供合成的使用arylboronate酯。将本来就不愿意的C–S键转换为C–B键的关键条件包括钯-NHC（N-杂环卡宾）预催化剂，双（频哪醇）二硼和六甲基二硅叠氮化锂。该协议适用于合理范围的芳基烷基硫化物。在二苯硫醚的反应中观察到双重硼化。

  DOI：

  10.1021/acs.orglett.6b01305
• 作为产物：
  描述：

  2-碘联苯 、 4-氨基茴香硫醚 在 copper diacetate 、 palladium diacetate 、 caesium carbonate 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以38%的产率得到9-(4-methylsulfanylphenyl)-9H-carbazole
  参考文献：
  名称：

  钯催化的CH键活化，用于以芳香胺为氮源的N-芳基咔唑的组装。

  摘要：

  报道了一种用于组装N-芳基咔唑的便捷且有效的钯催化的CH键活化，其中在一组条件下形成了两个CN键。通过使用容易获得的2-碘联苯和芳族胺作为起始原料，可以在宽范围的底物范围内以适当的收率获得所需的咔唑。

  DOI：

  10.1039/c9cc09493h

文献信息

• Aromatic amine derivatives and organic electroluminescent elements using same
  申请人：IDEMITSU KOSAN CO., LTD.

  公开号：US10355218B2

  公开（公告）日：2019-07-16

  Provided are an organic EL device material capable of reducing the driving voltage of an organic EL device and increasing the lifetime of the device as compared with a conventional organic EL device material, specifically an aromatic amine derivative represented by N(Ara)(Arb)(Arc), and an organic EL device using the material. [Ara is represented by the formula (II). (In the formula (II): La represents a single bond or an arylene group; R1 to R4 each represent an alkyl group, an aryl group, or the like, and R3's or R4's, or R3 and R4 may be bonded to each other to form a ring; and o represents 0 to 3 and p represents 0 to 4.) Arb is represented by the formula (III). (in the formula (III), X represents NRa, O, or S, and Ra and R5 to R7 each represent an alkyl group, an aryl group, or the like, and R5's, R6's, or R7's adjacent to each other, or R5 and R6 may be bonded to each other to form a ring; n represents 2 to 4 when X represents NRa, and represents 0 to 4 when X represents O or S; and q represents 0 to 3, r and s each independently represent 0 to 4.) Arc represents an aryl group, or is represented by the formula (III)].

  本发明提供了一种有机电致发光器件材料，与传统的有机电致发光器件材料相比，该材料能够降低有机电致发光器件的驱动电压并延长该器件的使用寿命，特别是一种由 N(Ara)(Arb)(Arc)代表的芳香胺衍生物，以及一种使用该材料的有机电致发光器件。[Ara 由式（II）表示。(在式（II）中La 代表单键或芳基；R1 至 R4 各自代表烷基、芳基或类似基团，R3 的或 R4 的或 R3 和 R4 可相互键合形成环；o 代表 0 至 3，p 代表 0 至 4）。Arb 由式（III）表示。(在式(III)中，X 代表 NRa、O 或 S，Ra 和 R5 至 R7 各自代表烷基、芳基或类似基团，且 R5、R6 或 R7 彼此相邻，或 R5 和 R6 可彼此键合形成环；当 X 代表 NRa 时，n 代表 2 至 4，当 X 代表 O 或 S 时，n 代表 0 至 4；且 q 代表 0 至 3，r 和 s 各自独立地代表 0 至 4)。Arc 代表芳基，或由式 (III)] 表示。
• ORGANIC COMPOUND, CHARGE TRANSPORT MATERIAL AND ORGANIC ELECTROLUMINESCENT DEVICE
  申请人：Pioneer Corporation

  公开号：EP1858094B1

  公开（公告）日：2017-03-08
• AROMATIC AMINE DERIVATIVES AND ORGANIC ELECTROLUMINESCENT ELEMENTS USING SAME
  申请人：IDEMITSU KOSAN CO., LTD.

  公开号：US20170162790A1

  公开（公告）日：2017-06-08

  Provided are an organic EL device material capable of reducing the driving voltage of an organic EL device and increasing the lifetime of the device as compared with a conventional organic EL device material, specifically an aromatic amine derivative represented by N(Ar a )(Ar b )(Ar c ), and an organic EL device using the material. [Ar a is represented by the formula (II). (In the formula (II): L a represents a single bond or an arylene group; R 1 to R 4 each represent an alkyl group, an aryl group, or the like, and R 3 's or R 4 's, or R 3 and R 4 may be bonded to each other to form a ring; and o represents 0 to 3 and p represents 0 to 4.) Ar b is represented by the formula (III). (in the formula (III), X represents NR a , O, or S, and R a and R 5 to R 7 each represent an alkyl group, an aryl group, or the like, and R 5 's, R 6 's, or R 7 's adjacent to each other, or R 5 and R 6 may be bonded to each other to form a ring; n represents 2 to 4 when X represents NR a , and represents 0 to 4 when X represents O or S; and q represents 0 to 3, r and s each independently represent 0 to 4.) Ar c represents an aryl group, or is represented by the formula (III).]
• [EN] CARBAZOLE MULTI BETA OXIME ESTER DERIVATIVE COMPOUND AND PHOTOPOLYMERIZATION INITIATOR AND PHOTORESIST COMPOSITION COMPRISING SAME<br/>[FR] COMPOSÉ DÉRIVÉ D'ESTER D'OXIME MULTI-BÊTA DE CARBAZOLE ET AMORCEUR DE PHOTOPOLYMÉRISATION ET COMPOSITION DE RÉSINE PHOTOSENSIBLE COMPRENANT LEDIT COMPOSÉ<br/>[KO] 카바졸 멀티 베타 옥심에스테르 유도체 화합물 및 이를 포함하는 광중합 개시제와 포토레지스트 조성물
  申请人：SAMYANG CORP

  公开号：WO2020139042A2

  公开（公告）日：2020-07-02

  본 발명은 하기 화학식 1로 표시되는 카바졸 멀티 베타 옥심에스테르 유도체 화합물 및 이를 포함하는 광중합 개시제와 포토레지스트 조성물에 관한 것이다. [화학식 1] 상기 화학식 1에서, A 및 R 1 내지 R 3는 각각 발명의 상세한 설명에서 정의한 바와 같다.
• Palladium-catalyzed C–H bond activation for the assembly of <i>N</i>-aryl carbazoles with aromatic amines as nitrogen sources
  作者：Xiaobing Liu、Heyun Sheng、Yao Zhou、Qiuling Song

  DOI：10.1039/c9cc09493h

  日期：——

  A convenient and efficient palladium-catalyzed C-H bond activation for the assembly of N-aryl carbazole is reported, in which two C-N bonds were formed under one set of conditions. The desired carbazoles were achieved in decent yields with a wide substrate scope by utilizing readily available 2-iodo biphenyls and aromatic amines as starting materials.

  报道了一种用于组装N-芳基咔唑的便捷且有效的钯催化的CH键活化，其中在一组条件下形成了两个CN键。通过使用容易获得的2-碘联苯和芳族胺作为起始原料，可以在宽范围的底物范围内以适当的收率获得所需的咔唑。