6b,10b-Dihydrobenzo<1,2>cyclobut<3,4-a>acenaphthylen | 28172-99-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 6b,10b-Dihydrobenzo<1,2>cyclobut<3,4-a>acenaphthylen
• 英文别名: Pentacyclo[8.7.1.02,9.03,8.014,18]octadeca-1(17),3,5,7,10,12,14(18),15-octaene
• CAS: 28172-99-8
• 化学式: C₁₈H₁₂
• 分子量: 228.293
• InChiKey: QNQVSROJRMSQRD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.11
• 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：

  6b,10b-Dihydrobenzo<1,2>cyclobut<3,4-a>acenaphthylen 生成
  参考文献：
  名称：

  苯并环丁[a] acena Li-tmeda盐的制备，亲核反应性，nmr，uv和荧光光谱以及基质光电离

  摘要：

  6b，10b-二氢苯并[j]环丁[a] ac烯1a的去质子化反应产生单阴离子2或缩合的环丁二烯二阴离子3。分离出3的结晶盐，并分析2Li + -2TMEDA- 3。既2和3是氘化的，并在桥头位置甲基化。的NMR谱2表明电荷的离域独家进入萘亚基的那3示出了相比于苊，荧蒽的二价阴离子中的电荷分布的一些有趣的差异。二价阴离子的基质光电离3电子可逆地导致缩合的环丁二烯自由基阴离子4，第二电子的光喷射不可逆地破坏4。比较和解释3和4的紫外线可见光谱。图3显示了强烈的红色荧光，这对于烃基二价阴离子是不常见的。根据π电子计算，讨论了3中的电荷分布以及3和4的紫外可见光谱。

  DOI：

  10.1016/0040-4020(78)88368-9
• 作为产物：
  描述：

  benzenedizolium-2-carboxylate 、 苊烯 生成 6b,10b-Dihydrobenzo<1,2>cyclobut<3,4-a>acenaphthylen
  参考文献：
  名称：

  Radical anions related to naphtho[1',8']bicyclo[3.2.0]hepta-2,6-diene

  摘要：

  DOI：

  10.1021/jo00960a033

文献信息

• Covalent attachment of various substituents in closest proximity to the C60-core: A broad synthetic approach to stable fullerene derivatives
  作者：Alexander Kraus、Andreas Gügel、Pavel Belik、Michael Walter、Klaus Müllen

  DOI：10.1016/0040-4020(95)00567-r

  日期：1995.1

  alpha-Substituted o-quinodimethanes facilitate the covalent attachment of many attractive molecules in closest proximity to the C-60-core. Thermal isomerization of various (+/-)-hydroxybenzocyclobutene esters 4, 8, 10 and 13 in the presence of C-60 provided the corresponding fullerene adducts 5(n), 7(n), 9(n), 11(n) and 12(n) in high yields. Using a dumbbell shaped bis-o-quinodimethane precursor 19, accessible from (+/-)-7-hydroxybenzocyclobutene and dodecanedicarboxylic acid dichloride, a soluble C-60-containing polymer 20 was formed.
• Pleiadene Dimerization and Its Application to the Construction of Novel Carbon Networks
  作者：Ángela Sastre、Gordana Srdanov、Fred Wudl

  DOI：10.1002/(sici)1521-3765(19990104)5:1<289::aid-chem289>3.0.co;2-1

  日期：1999.1.4

  The synthesis of the anti- and syn-pleiadene dimers 2 has been carried out in solution and in the solid state from (6b-10b-dihydrobenzo[j]cyclobut[a]acenaphthylene) (3). The structures of the anti- and syn-2 dimers were determined by X-ray crystallography and by NMR spectroscopy and mass spectrometry. An exhaustive thermal analysis of the two dimers has been carried out, establishing that the equilibrium for their interconversion occurs via pleiadene as an intermediate species. Vinyl-6b-10b-dihydrobenzo[j]cyclobut[a]acenaphthylene (5) has been synthesized and used as a pre-monomer for the preparation of poly(pleiadene) dimer through either thermal or photochemical polymerization.