Bicyclo<10.3.0>pentadec-1(12)-en-13-ol | 14315-39-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Bicyclo<10.3.0>pentadec-1(12)-en-13-ol
• 英文别名: 2,3,4,5,6,7,8,9,10,11,12,13-Dodecahydro-1H-cyclopentacyclododecen-1-ol；2,3,4,5,6,7,8,9,10,11,12,13-dodecahydro-1H-cyclopenta[12]annulen-3-ol
• CAS: 14315-39-0
• 化学式: C₁₅H₂₆O
• 分子量: 222.371
• InChiKey: GSPQDGIPKRLXLW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  Bicyclo<10.3.0>pentadec-1(12)-en-13-ol 在 吡啶 、 chromium(VI) oxide 作用下， 生成 Tricyclo<10.3.1.0^1,12>hexadecan-13-on
  参考文献：
  名称：

  “ Nichtcarbenoide” Z-wischenstufen bei der Fragmentierung vonα-环丙基甲苯磺酰hydr †

  摘要：

  三环甲苯磺酰腙的钠盐1,4和5收率由碱催化的碎片130-160°之间的单环膨胀的产品2，3和6 IR.-法提出了一种重氮烷甲作为主要中间体的碎裂。除了已知的卡宾机理外，该反应还被认为通过了非卡宾类中间体。

  DOI：

  10.1002/hlca.19710540706
• 作为产物：
  描述：

  bicyclo[10.3.0]pentadec-1(12)-en-13-one 在 二异丁基氢化铝 作用下， 生成 Bicyclo<10.3.0>pentadec-1(12)-en-13-ol
  参考文献：
  名称：

  环氧乙烷基甲基裂解形成环戊烯-1,5-二酮衍生物。muscone合成†

  摘要：

  通过环氧乙烷基甲基断裂形成环戊烷-1,5-二酮衍生物。麝香酮的合成

  DOI：

  10.1002/hlca.19770600618

文献信息

• [EN] HYDROGENATION OF ESTERS OR CARBONYL GROUPS WITH TETRADENTATE AMINO/IMINO-THIOETHER BASED RUTHENIUM COMPLEXES<br/>[FR] HYDROGÉNATION DE GROUPES ESTERS OU CARBONYLES AVEC DES COMPLEXES DU RUTHÉNIUM À BASE D'AMINO/IMINO-THIOÉTHER TÉTRADENTATE
  申请人：FIRMENICH & CIE

  公开号：WO2012084810A1

  公开（公告）日：2012-06-28

  The present invention relates to the field of catalytic hydrogenation and, more particularly, to the use of specific ruthenium catalysts, or pre-catalysts, in hydrogenation processes for the reduction of ketones and/or aldehydes into the corresponding alcohol respectively. Said catalysts are ruthenium complexes comprising a tetradentate ligand (L4) coordinating the ruthenium with: - two nitrogen atoms, each in the form of a primary or secondary amine (i.e. a NH2 or NH group) or N-alkyl imine functional groups (i.e. a C=N group), and - two sulfur atoms, each in the form of thioether functional groups.

  本发明涉及催化加氢领域，更具体地涉及在氢化过程中使用特定的钌催化剂或前驱体，用于将酮和/或醛还原为相应的醇。所述催化剂是包含四齿配体（L4）的钌络合物，该配体与钌配位，其中：- 两个氮原子，每个以主要或次要胺（即NH2或NH基团）或N-烷基亚胺官能团（即C=N基团）的形式存在，以及- 两个硫原子，每个以硫醚官能团的形式存在。
• HYDROGENATION OF ESTERS OR CARBONYL GROUPS WITH TETRADENTATE AMINO/IMINO-THIOETHER BASED RUTHENIUM COMPLEXES
  申请人：Saudan Sylvia Joyeuse Adélaïde Ada

  公开号：US20130274487A1

  公开（公告）日：2013-10-17

  The present invention relates to the field of catalytic hydrogenation and, more particularly, to the use of specific ruthenium catalysts, or pre-catalysts, in hydrogenation processes for the reduction of ketones and/or aldehydes into the corresponding alcohol respectively. Said catalysts are ruthenium complexes comprising a tetradentate ligand (L4) coordinating the ruthenium with: two nitrogen atoms, each in the form of a primary or secondary amine (i.e. a NH 2 or NH group) or N-alkyl imine functional groups (i.e. a C═N group), and two sulfur atoms, each in the form of thioether functional groups.

  本发明涉及催化加氢领域，更具体地涉及在氢化过程中使用特定的钌催化剂或前驱体，用于将酮和/或醛还原为相应的醇。所述催化剂是包括一个四齿配体（L4）与钌配位的钌络合物，其中：两个氮原子，每个以一种主要或次要胺（即NH2或NH基团）或N-烷基亚胺功能基团（即C═N基团）的形式存在，以及两个硫原子，每个以硫醚功能基团的形式存在。
• Oxiranylmethyl-Fragmentierung zur Bildung von Cyclopentadecan-1,5-dion-Derivaten. Eine Musconsynthese
  作者：Robert W. Gray、Andr� S. Dreiding

  DOI：10.1002/hlca.19770600618

  日期：1977.9.21

  The Formation of Cyclopentadecane-1,5-dione Derivatives by an Oxiranylmethyl Fragmentation. A Synthesis of Muscone

  通过环氧乙烷基甲基断裂形成环戊烷-1,5-二酮衍生物。麝香酮的合成
• Synthetic and structural studies of [6]-, [7]- and [10]metacyclophanes
  作者：S. Hirano、H. Hara、T. Hiyama、S. Fujita、H. Nozaki

  DOI：10.1016/0040-4020(75)80219-5

  日期：1975.1

  between the aromatic bromine and the aliphatic hydrogen intraannularly opposed to be removed as HBr. Spectrometric study gives quantitative data of the dependence of the molecular geometry upon the chain length and the aromatic substituents. The energy barriers ΔGc≠ of the conformational flipping are 17·4 kcal/mol (Tc 76·5°) for [6]metacyclophane (7a), 11·5 kcal/mol (Tc −28°) for [7]metacyclophane (7b),

  由2,3-聚亚甲基-2-环戊烯酮的新制备序列5至2,6- polymethylenebromobenzenes 3（N = 6，7，10）和2,6- polymethylenephenyllithiums 6已被发现。6与各种亲电试剂的反应产生了许多新化合物，以揭示被聚亚甲基链包围的芳基C-Li部分的独特反应性。3a和3b的光解可提供跨环产物8、10和11，所有这些都是由于芳族溴与环状内相对的脂族氢之间的接近而产生的，因此被作为HBr除去。光谱研究给出了分子几何形状对链长和芳族取代基的依赖性的定量数据。能垒ΔG Ç ≠构象翻转的是17·4千卡/摩尔（T Ç 76·5°）为[6] metacyclophane（7A），11·5千卡/摩尔（T C ^ -28°）为[7 ]亚甲基环（7b），[10]亚甲基（7c）为·8 kcal / mol 。在[6] metacyclophane衍生物的脂族链
• Group 4 metallocene complexes with annulated twelve-membered ring cyclopentadienyl ligands: their synthesis, characterization and catalytic behavior in olefin polymerization
  作者：Myong Woon Kim、Eunkee Hong、Taek Kyu Han、Seong Ihl Woo、Youngkyu Do

  DOI：10.1016/0022-328x(96)06410-8

  日期：1996.10

  The synthesis, characterization and olefin polymerization properties of Group 4 compounds 1,2-(CH2)(10)(C5H3)}(2) MCl(2) (M = Ti 5, Zr 6, Hf 7) containing annulated twelve-membered ring cyclopentadienyl ligands are reported. The reactions of lithiated annulated cyclopentadiene (Li[1,2-(CH2)(10)C5H3]) with MCl(4)(THF)(2) (M = Ti, Zr) or HfCl4 in tetrahydrofuran gave new metallocene products in reasonable yields. 6 and 7 have been characterized by single crystal X-ray diffraction studies. The compound 6 [7] crystallizes in the orthorhombic space group P2(1)2(1)2(1)[P2(1)2(1)2(1)], with a = 8.188(1) [8.190(5)] Angstrom, b = 11.371(1) [11.352(5)] Angstrom, c = 30.253(1) [30.177(8)] Angstrom, Z = 4 [4] and V = 2816.6(4) [2805.7] Angstrom(3). Both compounds are isostructural and adopt a distorted tetrahedron around the metal center. The steric crowding of the annulated twelve-membered ring in 6 and 7 is greater than that of the seven-membered ring in 2-Me-4,5-(CH2)(5)Cp}2ZrCl2. The catalytic behavior of the new metallocenes in propylene and ethylene polymerization has been studied in the presence of excess amount of methylaluminoxane.