(R)-8-(3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphtalen-4-yl)-quinoline | 405514-97-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (R)-8-(3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphtalen-4-yl)-quinoline
• 英文别名: (R)-8-(3,5-dioxa-4-phosphacyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)quinoline；8-(12,14-dioxa-13-phosphapentacyclo[13.8.0.02,11.03,8.018,23]tricosa-1(15),2(11),3,5,7,9,16,18,20,22-decaen-13-yl)quinoline
• CAS: 405514-97-8；405514-98-9
• 化学式: C₂₉H₁₈NO₂P
• 分子量: 443.441
• InChiKey: JHXPJYAAUSCIOQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  33
• 可旋转键数：
  1
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  acetylacetonatodicarbonylrhodium(l) 、 (R)-8-(3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphtalen-4-yl)-quinoline 以 苯 为溶剂， 生成 [Rh((R)-8-(3,5-dioxa-4-phospha-cyclohepta-[2,1-a;3,4-a']dinaphtalen-4-yl)-quinoline)(acetylacetonate)]
  参考文献：
  名称：

  Synthesis of Phosphonito,N and Phosphito,N ligands based on quinolines and (R)-binaphthol or substituted biphenol and of their rhodium(I), palladium(II) and platinum(II) complexes

  摘要：

  The new Phosphonito,N ligands 8-(4,8-di-tert-butyl-1,11-dimethoxy-5,7-dioxa-6-phospha-dibenzo[a,c]cyclohepten-6-yl)-quinoline (2a), and (R)-8-(3,5-dioxa-4-phospha-cyclohepta-[2,1-a;3,4-a']dinaphthalen-4-yl)-quinoline ((R)-2b), were readily prepared starting from 8-(bis-diethylamino-phosphine)-quinoline (1), as a key intermediate, and 2,2'-dihydroxy-5,5'-dimethoxy-3,3-di-tert-butylbiphenyl or (R)-binaphthol, respectively. The Phosphito,N ligand, 8-(4,8-di-tert-butyl-1,11-dimethoxy-5,7-dioxa-6-phosphadibenzo[a,c]cyclohepten-6-yloxy)-quinoline (3a), was obtained by reacting equimolar amounts of 8-hydroxyquinoline and the phosphorochloridite derived from 3,3'-di-tert-butyl-2,2'-dihydroxy-5,5'-dimethoxybiphenyl, in toluene in the presence of NEt3. The corresponding Phosphito,N-ligand, 8-(3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yloxy)-quinoline (R)-(3b), was obtained similarly using the phosphorochloridite derived from (R)-binaphthol. A systematic study of the coordination abilities of 2-3 to rhodium(l), palladium(II) and platinum(II) precursors has been carried out. Crystal structures of the complexes [Pt(3a)I-2] (7a), and [Pd(2a)Cl-2] (8a), are reported. The reactions of the chiral ligands (R)-2b and (R)-3b with [Rh(acaC)(CO)(2)] lead to [Rh(acac)(R-2b)] (10), and [Rh(acac)(R-3b)] (11), respectively. Under hydroformylation conditions, displacement of the chiral ligands in both complexes 10 and 11 takes place, even in the presence of an excess of free ligand, leading to achiral hydrido-carbonyl rhodium complexes. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0020-1693(02)00849-6
• 作为产物：
  描述：

  8-溴喹啉 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 、 甲苯 为溶剂， 反应 24.0h， 生成 (R)-8-(3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphtalen-4-yl)-quinoline
  参考文献：
  名称：

  Palladium and nickel complexes of (P,N)-ligands based on quinolines: Catalytic activity for polymerization and oligomerization

  摘要：

  Four (P,N)-ligands (1-4) with different steric and electronic properties were synthesized. They were used to prepare the monocationic palladium complexes [Pd(P,N)(CH3)(NCCH3)](PF6) (9-12). The structures of the newly prepared ligand 3 and the neutral palladium complex [Pd(P,N)(CH3)Cl] (10) were analysed by X-ray. The catalytic activity of the palladium complexes toward the copolymerization of styrene and ethylene with CO was low or non-existent. The nickel complexes [Ni(P,N)(l-naphthyl)Cl] (13-16), modified with the ligands 1-4, were prepared and their catalytic activity toward ethylene oligomerization was studied. They showed high activity at ambient temperature and low ethylene pressure (1-12 bar) in the presence of MAO. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2005.11.059

文献信息

• Asymmetric Induction and Configurational Stability at the Metal Center in Half-Sandwich (η⁶-<i>p</i>-Cymene)ruthenium(II) and (η⁵-Pentamethylcyclopentadienyl)rhodium(III) Complexes Containing Chiral Phosphito-N and Phosphonito-N Ligands
  作者：Dario Drommi、Felice Faraone、Giancarlo Franciò、Daniele Belletti、Claudia Graiff、Antonio Tiripicchio

  DOI：10.1021/om010563z

  日期：2002.2.1

  [Ru(η6-p-cymene)(S-1)Cl2] (3) and [Rh(η5-C5Me5)(S-1)Cl2] (5). Treatment of 3 and 5 with NH4PF6 promoted the chelation process of the P-coordinated ligand (S)-1, affording the corresponding chelate complexes [Ru(η6-p-cymene)(S-1)Cl]PF6 (4) and [Rh(η5-C5Me5)(S-1)Cl]PF6 (6) with high stereoselectivity. The absolute configuration of the major diastereoisomer 6a was determined by X-ray diffractometry. The reaction

  配合物的[Ru（η反应6 - p氯-cymene）2 ] 2和[铑（η 5 -C 5我5）氯2 ] 2与配体Phosphito-N（（小号）-8 - （（ 3,5-二氧杂-4-磷酸环庚[2,1-a; 3,4-a ' ]二萘-4-基）氧基）喹啉，（S）-1）和Phosphonito-N（（R）-8-研究了（3,5-二氧杂-4-磷酸环庚[2,1-a; 3,4-a']二萘-4-基）喹啉，（R）-2。所述的（反应小号- ）1用的[Ru（η 6- p -cymene）氯2 ] 2和[铑（η 5 -C 5我5）氯2 ] 2得到的复合物的[Ru（η 6 - p -cymene）（小号- 1）氯2 ]（3）和的[Rh（η 5 -C 5我5）（小号- 1）氯2 ]（5）。用NH 4 PF 6处理3和5促进了P-协调配体（的螯合过程小号） - 1，得到相应的螯合物的[Ru（η 6 - p -cymene）（小号-