(R)-N-(2,6-dimethylbenzyl)-1-(1-naphthyl)ethylamine | 886575-17-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (R)-N-(2,6-dimethylbenzyl)-1-(1-naphthyl)ethylamine
• 英文别名: (1R)-N-[(2,6-dimethylphenyl)methyl]-1-naphthalen-1-ylethanamine
• CAS: 886575-17-3
• 化学式: C₂₁H₂₃N
• 分子量: 289.42
• InChiKey: CGTZKKNBSFEURJ-QGZVFWFLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

文献信息

• Chiral Compound Suitable as a Catalyst for Asymmetric Transfer Hydrogenation
  申请人：Vries De Johannes Gerardus (Hans)

  公开号：US20080269529A1

  公开（公告）日：2008-10-30

  The invention relates to an enantiomerically enriched chiral compound comprising a transition metal M, which comprises four, five or six coordinating groups of which at least one pair is linked together to form a bidentate ligand, in which M is directly bound via one single σ-bond to a carbon atom of an optionally substituted and/or optionally fused (hetero)aromatic ring of said bidentate ligand and in which M is directly bound to a nitrogen atom of a primary or secondary amino group of said bidentate ligand, thereby forming a metallacycle between said bidentate ligand and the metal M, said metal M being selected from the metals of groups 8 and 9 of the Periodic Table of the Elements, in particular iron, ruthenium, osmium, cobalt, rhodium, or iridium. The chiral compound can be used as a catalyst, preferably in an asymmetric transfer hydrogenation process. The invention further relates to a process for an asymmetric transfer hydrogenation of a prochiral compound in the presence of a hydrogen donor and the chiral compound of the invention comprising a transition metal chosen from the metals of groups 8, 9 and 10 of the Periodic Table, in particular iron, ruthenium, osmium, cobalt, rhodium, iridium, nickel, palladium or platinum as the catalyst.

  本发明涉及一种手性化合物，其中包含过渡金属M，该金属包含四个、五个或六个配位基团，其中至少一对基团连接在一起形成双齿配体。在该双齿配体的一个可选取代和/或可选融合的(杂)芳香环的碳原子上，M通过一个单一的σ键直接结合，并且M直接与双齿配体的一级或二级氨基团的氮原子结合，从而在双齿配体和金属M之间形成一个金属环。所述金属M选自元素周期表第8和第9组的金属，特别是铁、钌、锇、钴、铑或铱。该手性化合物可用作催化剂，优选在不对称转移氢化过程中使用。本发明还涉及一种在氢供体和来自元素周期表第8、9和10组的金属中选择的过渡金属，特别是铁、钌、锇、钴、铑、铱、镍、钯或铂作为催化剂的不对称转移氢化的过程。
• CHIRAL COMPOUND SUITABLE AS A CATALYST FOR ASYMMETRIC TRANSFER HYDROGENATION
  申请人：DSM IP Assets B.V.

  公开号：EP1824868A1

  公开（公告）日：2007-08-29
• US7884223B2
  申请人：——

  公开号：US7884223B2

  公开（公告）日：2011-02-08
• [EN] CHIRAL COMPOUND SUITABLE AS A CATALYST FOR ASYMMETRIC TRANSFER HYDROGENATION<br/>[FR] COMPOSE CHIRAL UTILISE COMME CATALYSEUR POUR HYDROGENATION PAR TRANSFERT ASYMETRIQUE
  申请人：DSM IP ASSETS BV

  公开号：WO2006050988A1

  公开（公告）日：2006-05-18

  [EN] The invention relates to an enantiomerically enriched chiral compound comprising a transition metal M, which comprises four, five or six coordinating groups of which at least one pair is linked together to form a bidentate ligand, in which M is directly bound via one single s-bond to a carbon atom of an optionally substituted and/or optionally fused (hetero)aromatic ring of said bidentate ligand and in which M is directly bound to a nitrogen atom of a primary or secondary amino group of said bidentate ligand, thereby forming a metallacycle between said bidentate ligand and the metal M, said metal M being selected from the metals of groups 8 and 9 of the Periodic Table of the Elements, in particular iron, ruthenium, osmium, cobalt, rhodium, or iridium. The chiral compound can be used as a catalyst, preferably in an asymmetric transfer hydrogenation process. The invention further relates to a process for an asymmetric transfer hydrogenation of a prochiral compound in the presence of a hydrogen donor and the chiral compound of the invention comprising a transition metal chosen from the metals of groups 8, 9 and 10 of the Periodic Table, in particular iron, ruthenium, osmium, cobalt, rhodium, iridium, nickel, palladium or platinum as the catalyst.
  [FR] L'invention concerne un composé chiral enrichi en énantiomère, comprenant un métal de transition M qui présente quatre, cinq ou six groupes de coordination, dont au moins une paire est liée conjointement pour former un ligand bidentate, dans lequel M est lié directement, via une liaison simple a, à un atome de carbone d'un noyau (hétéro)aromatique éventuellement substitué et/ou éventuellement condensé, dudit ligand bidentate, et dans lequel M est lié directement à un atome d'azote d'un groupe amino primaire ou secondaire dudit ligand bidentate, formant ainsi un métallacycle entre ledit ligand bidentate et le métal M, ledit métal M étant choisi à partir de métaux des groupes 8 et 9 de la Classification Périodique, en particulier, fer, ruthénium, osmium, cobalt, rhodium ou iridium. Le composé chiral peut être utilisé comme catalyseur, de préférence, dans un procédé d'hydrogénation par transfert asymétrique. L'invention concerne en outre un procédé d'hydrogénation par transfert asymétrique d'un composé prochiral, en présence d'un donneur d'hydrogène, le composé chiral selon l'invention comprenant un métal choisi à partir des métaux des groupes 8, 9 et 10 de la Classification Périodique, en particulier, fer, ruthénium, osmium, cobalt, rhodium, iridium, nickel, palladium ou platine comme catalyseur.