(R)-1-[3-((R)-1-Hydroxy-propyl)-phenyl]-propan-1-ol | 204335-67-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (R)-1-[3-((R)-1-Hydroxy-propyl)-phenyl]-propan-1-ol
• CAS: 204335-67-1
• 化学式: C₁₂H₁₈O₂
• 分子量: 194.274
• InChiKey: RTTDEYJHLBZVPS-VXGBXAGGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.57
• 重原子数：
  14.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  40.46
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 (R)-1-[3-((R)-1-Hydroxy-propyl)-phenyl]-propan-1-ol 生成
  参考文献：
  名称：

  Formation of mixed aryl–, alkyl–lithium aggregates in the heteroatom assisted lithiation of α,α′-dialkyl substituted 1,3-bis[(dimethylamino)methyl]benzene1These results were presented in part at the Symposium `Frontiers in Organometallic Chemistry' at the Spring 1997 American Chemical Society meeting in San Francisco.12Dedicated to Prof. Ken Wade on the occasion of his 65th birthday, thanking him for his `rules', discussions and long friendship.2

  摘要：

  The heteroatom assisted lithiation of 1,3-bis[1-(dimethylamino)ethyl]benzene with n-BuLi afforded 2,6-bis[1-(dimethylamino)ethyl]phenyllithium. An X-ray crystal structure determination revealed a dimeric aggregate in which the four benzylic chiral centers are identical, pointing to stereoselective crystallization. In contrast, reaction of 1,3-bis[1-(dimethylamino)propyl]benzene with n-BuLi afforded a dimeric aggregate comprising the parent lithiated compound and n-BuLi in a 1:1 molar ratio. The four Li atoms and the four bridging carbon atoms are arranged in a unique ladder-type C-Li-2-C-2'-Li-2-C framework. (C) 1998 Elsevier Science S.A.

  DOI：

  10.1016/s0022-328x(97)00554-8
• 作为产物：
  描述：

  间苯二甲醛 、 diethylzinc 在 <(R)-o--S^--C6H4>2Zn² 作用下， 生成 (1S)-1-[3-[(1S)-1-hydroxypropyl]phenyl]propan-1-ol 、 、 (R)-1-[3-((R)-1-Hydroxy-propyl)-phenyl]-propan-1-ol
  参考文献：
  名称：

  Formation of mixed aryl–, alkyl–lithium aggregates in the heteroatom assisted lithiation of α,α′-dialkyl substituted 1,3-bis[(dimethylamino)methyl]benzene1These results were presented in part at the Symposium `Frontiers in Organometallic Chemistry' at the Spring 1997 American Chemical Society meeting in San Francisco.12Dedicated to Prof. Ken Wade on the occasion of his 65th birthday, thanking him for his `rules', discussions and long friendship.2

  摘要：

  The heteroatom assisted lithiation of 1,3-bis[1-(dimethylamino)ethyl]benzene with n-BuLi afforded 2,6-bis[1-(dimethylamino)ethyl]phenyllithium. An X-ray crystal structure determination revealed a dimeric aggregate in which the four benzylic chiral centers are identical, pointing to stereoselective crystallization. In contrast, reaction of 1,3-bis[1-(dimethylamino)propyl]benzene with n-BuLi afforded a dimeric aggregate comprising the parent lithiated compound and n-BuLi in a 1:1 molar ratio. The four Li atoms and the four bridging carbon atoms are arranged in a unique ladder-type C-Li-2-C-2'-Li-2-C framework. (C) 1998 Elsevier Science S.A.

  DOI：

  10.1016/s0022-328x(97)00554-8

文献信息

• Chiral platinum and palladium complexes containing functionalized C2-symmetric bisaminoaryl ‘Pincer’ ligands
  作者：Martin Albrecht、Betty M Kocks、Anthony L Spek、Gerard van Koten

  DOI：10.1016/s0022-328x(01)00667-2

  日期：2001.4

  NCN–lithium complexes. Similar effects were established for the (trans)-metalation reaction, which proceeded significantly slower when the steric demand of the α-substituent is increased. The potential of the corresponding enantiopure palladium and ruthenium complexes as enantioselective catalyst has been probed in the asymmetric aldol condensation and hydrogen transfer reactions. The low enantiomeric excess

  描述了对映体（氧官能化的）C 2对称的NCN钳形配体的合成。关键步骤是苄基位置的对称官能化，这是通过对映选择性酮还原和随后的立体选择性取代方案实现的。α-烷基取代基的引入对金属结合的空腔具有显着的影响。例如，对α-乙基官能化的钳位配位体进行锂化反应得到的是混合的（烷基）（芳基）锂聚集体，而不是通常在NCN-锂络合物中观察到的双核双（芳基）锂[Li（NCN）] 2物种。对于（反）-金属化反应，当α-取代基的空间需求增加时，反应进行得明显较慢。在不对称的醛醇缩合和氢转移反应中，已经探究了相应的对映纯钯和钌配合物作为对映选择性催化剂的潜力。两个反应产物的低对映体过量表明，这些催化剂不会引起底物的表面区分，并且手性信息必须位于更靠近金属中心的位置。