1-(hex-5'-enyl)adamantane | 112298-63-2

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: 1-(hex-5'-enyl)adamantane
• 英文别名: 1-(5-hexenyl)adamantane；1-Hex-5-enyladamantane
• CAS: 112298-63-2
• 化学式: C₁₆H₂₆
• 分子量: 218.382
• InChiKey: QFFQTNYZRYHMOB-UHFFFAOYSA-N

物化性质

• 沸点：
  285.8±7.0 °C(Predicted)
• 密度：
  0.937±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.88
• 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：

  1-(hex-5'-enyl)adamantane 在 盐酸 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 21.0h， 生成 6-(adamant-1'-yl)hexanethiol
  参考文献：
  名称：

  Immobilization of Rhodium Complexes at Thiolate Monolayers on Gold Surfaces:  Catalytic and Structural Studies

  摘要：

  Chiral rhodium-diphosphine complexes have been incorporated into self-assembled thiolate monolayers (SAMS) on gold colloids. Catalysts of this type are of interest because they combine properties of homogeneous and heterogeneous systems. In addition, it should be possible to influence the catalytic properties of the metal center by the neighboring thiolate molecules. Colloids with a diameter of ca. 3 nm, coated with a mixed monolayer of n-octanethiolates and thiolates with chiral rhodium-PYRPHOS end groups, were studied as hydrogenation catalysts. With methyl a-acetamido-cinnamate as substrate, virtually the same enantioselectivities (up to 93% ee) and full conversion were obtained as with the corresponding homogeneous [Rh(COD)(PYRPHOS)]BArF catalyst. The colloids were easily recovered by filtration and reused as catalysts three times without loss of enantioselectivity. STM studies of analogous SAMS on Au(111) gave a detailed picture of the structure and dynamics of mixed monolayers of this type. The STM images showed that the catalyst-bearing thiolates are distributed statistically on the surface and that the ordered structure of the n-octanethiolate SAM can be retained during incorporation of the catalyst-bearing thiols using the place-exchange methodology.

  DOI：

  10.1021/ja0500714
• 作为产物：
  描述：

  1-金刚烷乙醇 在 N-溴代丁二酰亚胺(NBS) 、 dilithium tetrachlorocuprate 、 三苯基膦 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 26.0h， 生成 1-(hex-5'-enyl)adamantane
  参考文献：
  名称：

  Immobilization of Rhodium Complexes at Thiolate Monolayers on Gold Surfaces:  Catalytic and Structural Studies

  摘要：

  Chiral rhodium-diphosphine complexes have been incorporated into self-assembled thiolate monolayers (SAMS) on gold colloids. Catalysts of this type are of interest because they combine properties of homogeneous and heterogeneous systems. In addition, it should be possible to influence the catalytic properties of the metal center by the neighboring thiolate molecules. Colloids with a diameter of ca. 3 nm, coated with a mixed monolayer of n-octanethiolates and thiolates with chiral rhodium-PYRPHOS end groups, were studied as hydrogenation catalysts. With methyl a-acetamido-cinnamate as substrate, virtually the same enantioselectivities (up to 93% ee) and full conversion were obtained as with the corresponding homogeneous [Rh(COD)(PYRPHOS)]BArF catalyst. The colloids were easily recovered by filtration and reused as catalysts three times without loss of enantioselectivity. STM studies of analogous SAMS on Au(111) gave a detailed picture of the structure and dynamics of mixed monolayers of this type. The STM images showed that the catalyst-bearing thiolates are distributed statistically on the surface and that the ordered structure of the n-octanethiolate SAM can be retained during incorporation of the catalyst-bearing thiols using the place-exchange methodology.

  DOI：

  10.1021/ja0500714

文献信息

• Cross-coupling reaction of tert-alkyl halides with Grignard reagents in dichloromethane as a non-Lewis basic medium
  作者：Masatomi Ohno、Kazuo Shimizu、Kenichi Ishizaki、Tadashi Sasaki、Shoji Eguchi

  DOI：10.1021/jo00239a005

  日期：1988.2
• OHNO, MASATOMI;SHIMIZU, KAZUO;ISHIZAKI, KENICHI;SASAKI, TADASHI;EGUCHI, S+, J. ORG. CHEM., 53,(1988) N 4, 729-733
  作者：OHNO, MASATOMI、SHIMIZU, KAZUO、ISHIZAKI, KENICHI、SASAKI, TADASHI、EGUCHI, S+

  DOI：——

  日期：——