13H-苯并(a)吡啶并(3,2-I)咔唑 | 239-67-8

• 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
• 中文名称: 13H-苯并(a)吡啶并(3,2-I)咔唑
• 英文名称: 7,8-Benzo-pyrido-(2',3':1,2)-carbazol
• 英文别名: 7,8-Benzo-pyrido<3',2':1,2>carbazol；13H-benzo[a]pyrido[3,2-i]carbazole；13H-Benzo(a)pyrido(3,2-i)carbazole；9,12-diazapentacyclo[11.8.0.02,11.05,10.014,19]henicosa-1(13),2(11),3,5(10),6,8,14,16,18,20-decaene
• CAS: 239-67-8
• 化学式: C₁₉H₁₂N₂
• 分子量: 268.318
• InChiKey: QMBAKFMBSDSFSW-UHFFFAOYSA-N

物化性质

• 沸点：
  401.48°C (rough estimate)
• 密度：
  1.0218 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2933990090

制备方法与用途

类别：有毒物品

可燃性危险特性：

• 可燃；燃烧时产生有毒氮氧化物烟雾

储运特性：

• 通风、低温、干燥

灭火剂：

• 干粉、泡沫、沙土、二氧化碳、雾状水

反应信息

• 作为反应物：
  描述：

  IrH2(PPh3)2(C3H6O)2SbF6 、 13H-苯并(a)吡啶并(3,2-I)咔唑 以 二氯甲烷 为溶剂， 以79%的产率得到
  参考文献：
  名称：

  An Unusual Coordination Mode for Amides: Lone-Pair Binding via Nitrogen

  摘要：

  A variety of 8-amino- and amido-substituted quinolines react with [Ir(PPh(3))(2)H-2(acetone)(2)]SbF6 (1) to give a series of complexes in which the amine or amide nitrogen hinds to the metal. Thp X-ray crystal structures of [Ir(H)(2)-(PPh(3))(2)(C9H6N{HNCO(t)Bu})]SbF6 (4b) and [Ir(H)(2)(PPh(3))(2)(C9H6N{HNSi(t)BuMe(2)})]SbF6 (4c) were obtained: 4b, a = 9.904(4) Angstrom, b = 13.480(5) Angstrom, c = 19.346(9) Angstrom, alpha = 83.79(4), beta = 81.64 (4)degrees, gamma = 76.52(3)degrees, Z = 2, triclinic , R = 5.37%; 4c, a = 45.24(1) Angstrom, b = 10.536(3) Angstrom, c = 25.450(7) Angstrom, beta = 111.11(2)degrees Z = 8, monoclinic R = 5.30%. The X-ray data do not allow a definite distinction between the two possible binding modes, N binding via the lone pair and N-H agostic (2e, 3-center) binding. Definitive evidence for the lone-pair-bound structure was obtained from natural-abundance N-15 heteronuclear multiple-quantum coherence (HMQC) spectroscopy and proton nuclear Overhauser effect (NOE) data. The amine or amide N therefore rehyhridizes to sp(3) on binding, a previously unreported complexation mode for undeprotonated amides that normally coordinate via. O. Fluxional exchange processes are interpreted on the basis of N lone-pair decoordination and inversion with the possible intermediacy of an agostic species or iminol tautomer. The Ir-N bond distances (4b, 2.313(9) Angstrom and 4c, 2.320(10) Angstrom) are very long. The NH of the coordinated amide is much more acidic than that of the free amide and ran be deprotonated with NEt(3) to give an N-bound complex of the deprotonated amide. In a conformationally restricted pyrrole where the N lone pair cannot bind to Ir, we find that deprotonation occurs spontaneously to give a pyrrolyl complex.

  DOI：

  10.1021/ic00129a014

文献信息

• Organoboron complexes and their use in organic electroluminescent devices
  申请人：Merck Patent GmbH

  公开号：US11056656B2

  公开（公告）日：2021-07-06

  The present invention relates to compounds of the formula (1) which are suitable for use in electronic devices, in particular organic electroluminescent devices, and to electronic devices which comprise these compounds.

  本发明涉及适用于电子设备，特别是有机电致发光设备的式 (1) 化合物，以及包含这些化合物的电子设备。
• ORGANOBORON COMPLEXES FOR ORGANIC ELECTROLUMINESCENT DEVICES
  申请人：Merck Patent GmbH

  公开号：EP3621970B1

  公开（公告）日：2021-01-13