9'-Aceto-1,2,3,4,5,6,7,8-octahydroanthron | 158781-36-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 9'-Aceto-1,2,3,4,5,6,7,8-octahydroanthron
• 英文别名: 1-(1,2,3,4,5,6,7,8-octahydro-[9]anthryl)-ethanone；1-(1,2,3,4,5,6,7,8-Octahydro-[9]anthryl)-aethanon；1-(1,2,3,4,5,6,7,8-Octahydro-9-anthracenyl)ethanone；1-(1,2,3,4,5,6,7,8-octahydroanthracen-9-yl)ethanone
• CAS: 158781-36-3
• 化学式: C₁₆H₂₀O
• 分子量: 228.334
• InChiKey: ZLYOKXKWUKENLG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  9'-Aceto-1,2,3,4,5,6,7,8-octahydroanthron 在 盐酸 、 amalgamated zinc 、 溶剂黄146 作用下， 生成 9-ethyl-1,2,3,4,5,6,7,8-octahydro-anthracene
  参考文献：
  名称：

  437.异构化反应。第二部分

  摘要：

  DOI：

  10.1039/jr9490002044
• 作为产物：
  描述：

  10-Cyclohex-1-enyl-deca-3,9-diyn-2-one 在 2,6-二叔丁基-4-甲基苯酚 、 zinc dibromide 作用下， 以 二氯甲烷 为溶剂， 反应 144.0h， 以71%的产率得到9'-Aceto-1,2,3,4,5,6,7,8-octahydroanthron
  参考文献：
  名称：

  Intramolecular [4+2] Cycloaddition Reactions of Conjugated Enynes

  摘要：

  The intramolecular [4 + 2] cycloaddition of conjugated enynes provides an efficient and general route to aromatic and dihydroaromatic compounds.

  DOI：

  10.1021/jo00098a002

文献信息

• Steric Effect of Methylene Groups. II
  作者：Richard T. Arnold、Estelle Rondestvedt

  DOI：10.1021/ja01215a019

  日期：1946.11
• The Jacobsen Rearrangement. VIII.¹ Cyclic Systems; Mechanism
  作者：Richard T. Arnold、Roderick A. Barnes

  DOI：10.1021/ja01234a036

  日期：1944.6
• Clar, Pruef.-Nr. 157 <1942> 859, 877
  作者：Clar

  DOI：——

  日期：——
• 434. Preparation and isomerisation of aromatic ketones and keto-acids
  作者：G. Baddeley、R. Williamson

  DOI：10.1039/jr9530002120

  日期：——
• Synthesis of NHC-Oxazoline Pincer Complexes of Rh and Ru and Their Catalytic Activity for Hydrogenation and Conjugate Reduction
  作者：Jun-ichi Ito、Kanae Sugino、Satoru Matsushima、Hiroki Sakaguchi、Hiroshi Iwata、Takahiro Ishihara、Hisao Nishiyama

  DOI：10.1021/acs.organomet.6b00239

  日期：2016.6.13

  We describe the preparation and catalytic reactions of new CCN pincer Rh and Ru complexes containing NCH-oxazoline hybrid ligands. Oxazolinyl-phenyl-imidazolium derivatives (3) were suitable ligand precursors for the CCN pincer scaffold. C-H bond activation of 3 with RhCl3. 3H(2)O in the presence of NEt3 yielded the desired CCN pincer Rh complexes 5 in 13-27% yields. The related CCN pincer Ru complexes 8-10 were synthesized in good yields by C-H bond activation of p-cymene Ru complexes 7 in the presence of NaOAc in DMF. The chiral complexes 8 and 9 had two diastereomers according to the coordination of CO and OAc ligands. The CCN Rh complexes showed catalytic activity for conjugate reduction of ethyl beta-methylcinnamate with hydrosilane, with moderate enantioselectivity. The CCN Ru complexes were found to be active in the hydrogenation of aromatic ketones. In particular, hydrogenation of 9-acetylanthracene took place at not only the C=O bond but also the anthracene ring. The Ru complexes were also used as catalysts in the transfer hydrogenation of 9-acetylanthracene with 2-propanol; again, both the C=O bond and the anthracene ring were hydrogenated.