Cava's dimer | 17509-84-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: Cava's dimer
• 英文别名: Tetracyclo[8.6.0.02,7.011,16]hexadeca-2,4,6,8,11,13,15-heptaene
• CAS: 17509-84-1
• 化学式: C₁₆H₁₂
• 分子量: 204.271
• InChiKey: ZTJHERSCDGHURE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 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：

  Cava's dimer 生成 (5Z,7Z,11aZ)-Dibenzo[a,d]cyclooctene
  参考文献：
  名称：

  Grimme, Wolfram; Lex, Johann; Schmidt, Thomas, Angewandte Chemie, 1987, vol. 99, # 12, p. 1277 - 1279

  摘要：

  DOI：
• 作为产物：
  描述：

  7,8-二溴双环[4.2.0]辛-1,3,5-三烯 在 lithium amalgam 作用下， 以75%的产率得到Cava's dimer
  参考文献：
  名称：

  Banciu, Mircea D.; Stanescu, Michaela D.; Petride, Aurica, Chemische Berichte, 1993, vol. 126, # 11, p. 2513 - 2518

  摘要：

  DOI：

文献信息

• Synthesis and cycloreversion of benzocyclobutene- and benzocyclobutadiene-anthracene adducts
  作者：Keiji Okada、Hideki Kawai、Masaji Oda

  DOI：10.1016/0040-4039(92)88065-d

  日期：1992.1

  The [4+2]-cycloadducts of anthracene and benzocyclobutene or benzocyclobutadiene were synthesized and their cycloreversion was investigated.

  合成了蒽与苯并环丁烯或苯并环丁二烯的[4 + 2]-环加合物，并研究了它们的环还原反应。
• The Elusive Benzocyclobutenylidene:  A Combined Computational and Experimental Attempt
  作者：Athanassios Nicolaides、Takeshi Matsushita、Kohichi Yonezawa、Shinji Sawai、Hideo Tomioka、Louise L. Stracener、Jonathan A. Hodges、Robert J. McMahon

  DOI：10.1021/ja0039482

  日期：2001.3.1

  Ab initio and density functional theory calculations predict that benzocyclobutenylidene (1) has a singlet ground state in contrast to the parent phenylcarbene and many other simply substituted arylcarbenes. Calculations also predict that 1 should lie in a relatively deep potential well, while its tripler state is 14.5 kcal mol(-1) higher in energy. However,:attempts to observe 1 directly by photolysis of two different nitrogenous precursors were not successful. Irradiation of diazobenzocyclobutene (7) (lambda > 534 nm or lambda > 300 nm) or azibenzocycllobutene (10) (lambda > 328 nm) in Ar matrixes at 10 K leads to the formation of the strained cycloalkyne 7-methylenecyclohepta-3,5-dien-1-yne (3). C-13-Labeled 3 was also prepared in a similar manner. There is very good agreement between experimental IR spectra and computationally derived harmonic vibrational frequencies for 3 and [C-13]-3 and excellent agreement between observed and calculated isotopic shifts. Prolonged short-wavelength irradiation converts 3 into benzocyclobutadiene (5). Phenylacetylene (6) and benzocyclo- butadiene dimer (11) were identified as products arising from flash vacuum pyrolysis of diazirine 10 at 500 degreesC.
• Photochemical and thermal denitrogenations of azoalkanes as mechanistic probes for the diradical intermediates involved in the di-.pi.-methane rearrangement of dibenzobarrelene
  作者：Waldemar Adam、Ottorino De Lucchi、Karl Peters、Eva Maria Peters、Hans Georg Von Schnering

  DOI：10.1021/ja00385a032

  日期：1982.10
• Banciu, Mircea D.; Pop, Mircea; Petride, Aurica, Revue Roumaine de Chimie, 1991, vol. 36, # 8, p. 907 - 916
  作者：Banciu, Mircea D.、Pop, Mircea、Petride, Aurica、Stanescu, Michaela Dina

  DOI：——

  日期：——
• Unsaturated eight-membered ring compounds. X. 1,2,3,4,7-cyclooctapentaene, a possible intermediate in the conversion of cis,cis-3,5-octadiene-1,7-diyne to benzocyclobutadiene dimer
  作者：G. H. Mitchell、Franz Sondheimer

  DOI：10.1021/ja01054a055

  日期：1969.12