2,3-divinylnaphthalene | 34299-60-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2,3-divinylnaphthalene
• 英文别名: 2,3-Bis(ethenyl)naphthalene
• CAS: 34299-60-0
• 化学式: C₁₄H₁₂
• 分子量: 180.249
• InChiKey: NJQWIEPATFQIBE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  2,3-divinylnaphthalene 以 苯 为溶剂， 反应 6.0h， 以18%的产率得到endo,endo,syn-<2.2>(2,3)-Naphthalenophane
  参考文献：
  名称：

  [2.2]Naphthalenophanes from intermolecular [2 + 2] photocycloadditions of divinylnaphthalenes

  摘要：

  syn-[2.2]Naphthalenophanes were obtained exclusively in reasonable yields from the intermolecular [2 + 2] photocycloadditions of divinylnaphthalenes. The position of the vinyl group and the type of vinyl substituent affected the isomer ratio of the products. The structures of naphthalenophanes were elucidated by H-1-NMR spectroscopy including COSY and NOESY experiments. Among the divinylnaphthalenes examined, 1,4-, 1,5-, and 1,6-ones did not give the desired naphthalenophanes. By taking advantage of the effect of the substituents on the photoreaction, we could obtain [2.2]-(1,5)naphthalenophane derivatives from 1,5-bis(beta-carbethoxyethenyl)naphthalene and 1,5-bis(beta-phenylethenyl)naphthalene, but we could not obtain the 1,4-isomers, probably because they are highly strained. Although a mixture of two different divinylnaphthalenes was irradiated, only homo-adducts were obtained; no cross adducts were detected.

  DOI：

  10.1021/jo00078a016
• 作为产物：
  描述：

  2,3-二羟基萘 在 吡啶 、 四(三苯基膦)钯 、 lithium chloride 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 18.0h， 生成 2,3-divinylnaphthalene
  参考文献：
  名称：

  피센 유도체 및 이를 포함하는 유기전기발광소자

  摘要：

  本发明涉及有机材料的光导体形式以及基于该材料的有机电致发光器件，本发明的有机电致发光器件可以以高效率获得短波长的发光并降低驱动电压。

  公开号：

  KR20170126058A

文献信息

• Organolathanide-Catalyzed Regioselective Intermolecular Hydroamination of Alkenes, Alkynes, Vinylarenes, Di- and Trivinylarenes, and Methylenecyclopropanes. Scope and Mechanistic Comparison to Intramolecular Cyclohydroaminations
  作者：Jae-Sang Ryu、George Yanwu Li、Tobin J. Marks

  DOI：10.1021/ja035867m

  日期：2003.10.1

  methylenecyclopropane proceeds via highly regioselective exo-methylene C=C insertion into Ln-N bonds, followed by regioselective cyclopropane ring opening to afford the corresponding imine. For the Me(2)SiCp' '(2)Nd-catalyzed reaction of Me(3)SiCtbd1;CMe and H(2)NCH(2)CH(2)CH(2)CH(3), DeltaH() = 17.2 (1.1) kcal mol(-)(1) and DeltaS() = -25.9 (9.7) eu, while the reaction kinetics are zero-order in [amine]

  Cp'(2)LnCH(SiMe(3))(2) (Cp' = eta(5)-Me(5)C(5); Ln = La, Nd, Sm, Lu) 和 Me 类型的有机镧系元素配合物(2)SiCp' '(2)LnCH(SiMe(3))(2) (Cp' ' = eta(5)-Me(4)C(5); Ln = Nd, Sm, Lu) 作为有效的预催化剂用于炔烃 R'Ctbd1;CMe (R' = SiMe(3), C(6)H(5), Me) 的区域选择性分子间加氢胺化，烯烃 RCH=CH(2) (R = SiMe(3), CH( 3)CH(2)CH(2)), 丁二烯, 乙烯基芳烃 ArCH=CH(2) (Ar = 苯基, 4-甲基苯, 萘基, 4-氟苯, 4-(三氟甲基)苯, 4-甲氧基苯, 4-(二甲氨基)苯、4-(甲硫基)苯)、二-和三乙烯基芳烃，以及具有伯胺R''NH(2)的亚甲基环丙烷(R''=正
• [2.2]Naphthalenophanes from intermolecular [2 + 2] photocycloadditions of divinylnaphthalenes
  作者：Motoharu Takeuchi、Takeshi Tuihiji、J. Nishimura

  DOI：10.1021/jo00078a016

  日期：1993.12

  syn-[2.2]Naphthalenophanes were obtained exclusively in reasonable yields from the intermolecular [2 + 2] photocycloadditions of divinylnaphthalenes. The position of the vinyl group and the type of vinyl substituent affected the isomer ratio of the products. The structures of naphthalenophanes were elucidated by H-1-NMR spectroscopy including COSY and NOESY experiments. Among the divinylnaphthalenes examined, 1,4-, 1,5-, and 1,6-ones did not give the desired naphthalenophanes. By taking advantage of the effect of the substituents on the photoreaction, we could obtain [2.2]-(1,5)naphthalenophane derivatives from 1,5-bis(beta-carbethoxyethenyl)naphthalene and 1,5-bis(beta-phenylethenyl)naphthalene, but we could not obtain the 1,4-isomers, probably because they are highly strained. Although a mixture of two different divinylnaphthalenes was irradiated, only homo-adducts were obtained; no cross adducts were detected.
• 피센 유도체 및 이를 포함하는 유기전기발광소자
  申请人：DAE JOO ELECTRONIC MATERIALS CO., LTD. 대주전자재료 주식회사(119980985193) Corp. No ▼ 130111-0007616BRN ▼133-81-23923

  公开号：KR20170126058A

  公开（公告）日：2017-11-16

  본 발명은 피센 유도체 형태의 유기 재료 및 이를 이용한 유기 전기발광소자에 관한 것으로, 본 발명의 유기전기발광소자는 단파장의 발광을 높은 효율로 얻을 수 있고 구동전압을 낮출 수 있다.

  本发明涉及有机材料的光导体形式以及基于该材料的有机电致发光器件，本发明的有机电致发光器件可以以高效率获得短波长的发光并降低驱动电压。