7-Cyclohepta-2,4,6-trienyl-7-(3-dibenzo[c,g]fluoren-7-ylidene-2-dibenzo[c,g]fluoren-7-ylidenemethyl-propenyl)-7H-dibenzo[c,g]fluorene | 96829-20-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 7-Cyclohepta-2,4,6-trienyl-7-(3-dibenzo[c,g]fluoren-7-ylidene-2-dibenzo[c,g]fluoren-7-ylidenemethyl-propenyl)-7H-dibenzo[c,g]fluorene
• 英文别名: 12-Cyclohepta-2,4,6-trien-1-yl-12-[3-(12-pentacyclo[11.8.0.02,11.03,8.016,21]henicosa-1(13),2(11),3,5,7,9,14,16,18,20-decaenylidene)-2-(12-pentacyclo[11.8.0.02,11.03,8.016,21]henicosa-1(13),2(11),3,5,7,9,14,16,18,20-decaenylidenemethyl)prop-1-enyl]pentacyclo[11.8.0.02,11.03,8.016,21]henicosa-1(13),2(11),3,5,7,9,14,16,18,20-decaene
• CAS: 96829-20-8
• 化学式: C₇₄H₄₆
• 分子量: 935.179
• InChiKey: VQPISUROLVKSRW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  20.5
• 重原子数：
  74
• 可旋转键数：
  4
• 环数：
  16.0
• sp3杂化的碳原子比例：
  0.03
• 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：

  7-Cyclohepta-2,4,6-trienyl-7-(3-dibenzo[c,g]fluoren-7-ylidene-2-dibenzo[c,g]fluoren-7-ylidenemethyl-propenyl)-7H-dibenzo[c,g]fluorene 生成 cycloheptatrienyl
  参考文献：
  名称：

  OKAMOTO, KUNIO;KITAGAWA, TOSHIKAZU;TAKEUCHI, KENICHI;KOMATSU, KOICHI;TAKA+, J. CHEM. SOC. CHEM. COMMUN., 1985, N 3, 173-174

  摘要：

  DOI：
• 作为产物：
  描述：

  Tris(7H-dibenzofluorenylidenemethyl)methide potasium salt 、 以66%的产率得到
  参考文献：
  名称：

  OKAMOTO, KUNIO;KITAGAWA, TOSHIKAZU;TAKEUCHI, KENICHI;KOMATSU, KOICHI;TAKA+, J. CHEM. SOC. CHEM. COMMUN., 1985, N 3, 173-174

  摘要：

  DOI：

文献信息

• Isolation of a hydrocarbon salt and preparation of a hydrocarbon which heterolyses to a carbocation and a carbanion
  作者：Kunio Okamoto、Toshikazu Kitagawa、Ken'ichi Takeuchi、Koichi Komatsu、Kenji Takahashi

  DOI：10.1039/c39850000173

  日期：——

  The first example of a hydrocarbon salt (1), C48H51+C67H39–, greenish black, stable crystals, has been isolated by mixing tetrahydrofuran solutions of Agranat's carbocation (2) and of Kuhn's carbanion (3), followed by recrystallization from dimethyl sulphoxide; the hydrocarbon (4), C74H46, orange powder, which heterolyses into the tropylium ion and the carbanion (3) in acetone or dimethyl sulphoxide

  通过混合Agranat碳正离子（2）和Kuhn碳负离子（3）的四氢呋喃溶液，分离出烃盐（1）的第一个实例C 48 H 51 + C 67 H 39 –呈绿色黑色稳定晶体。通过从二甲基亚砜中重结晶；碳氢化合物（4），C 74 H 46，橙色粉末通过在四氢呋喃-乙腈中反应而制得，该粉末在丙酮或二甲基亚砜中杂化为对苯二酚离子和碳负离子（3）。
• Steric and solvation effects in the heterolysis of carbon-carbon .sigma. bonds in hydrocarbons giving stable carbocations and carbanions
  作者：Atsushi Miyabo、Toshikazu Kitagawa、Kenichi Takeuchi

  DOI：10.1021/jo00061a015

  日期：1993.4

  Twelve ionically dissociative hydrocarbons (1-2b-m) and a bromo derivative (1-2a) have been synthesized by the carbocation-carbanion combination reaction of tris(7H-dibenzo[cg]fluorenylidenemethyl)methide ion (C67H39-, 1-) and substituted tropylium ions (2a-m+). The reaction of 1,3- and 1,4-disubstituted tropylium ions gave a single product, but monosubstituted tropylium ions gave two positional isomers. The bicyclo[2.2.l]heptenotropylium ion 2i+ gave a single product, whereas the bicyclo[2.2.2]octenotropylium ion 2j+ gave two positional isomers. MMP2 calculations on model compounds suggested that the difference in the behavior between 2i+ and 2j+ may be explained on the basis of the relative steric energies of the covalent products. Spectrophotometric studies for the behavior of 1-2a-j revealed their reversible ionization in DMSO or 5/95 3-methyl-sulfolane/sulfolane into the corresponding ionic species. Conductometric studies have also shown the partial ionization of 1-2c,e,f in DMSO. When the cationic part has a methyl, ethyl, or isopropyl group (1-2k-m), the ionization becomes irreversible owing to the polymerization of the tropylium ions via heptafulvene intermediates. The standard free energies of heterolysis (DELTAG-degrees(het)) for 1-2a-j were lower by approximately 10 kcal/mol than those predicted from pK(R+) and pK(a) values by Arnett's master equations, indicating that steric congestion in the covalent compounds plays an important role in enhancing the cleavage. The entropy term (-TDELTAS(het)) of the heterolysis of 1-2c was found to be approximately +5 kcal/mol, which is interpreted as a result of solvation to the tropylium ion. The significance of the steric factor was similarly demonstrated for the heterolysis which leads to phenylmalononitrile anion and tri-tert-butylcyclopropenylium ion in acetonitrile.
• OKAMOTO, KUNIO;KITAGAWA, TOSHIKAZU;TAKEUCHI, KENICHI;KOMATSU, KOICHI;TAKA+, J. CHEM. SOC. CHEM. COMMUN., 1985, N 3, 173-174
  作者：OKAMOTO, KUNIO、KITAGAWA, TOSHIKAZU、TAKEUCHI, KENICHI、KOMATSU, KOICHI、TAKA+

  DOI：——

  日期：——