{RuI(p-cymene)[(S)-BINAP]}I | 126112-91-2

• 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: {RuI(p-cymene)[(S)-BINAP]}I
• 英文别名: {RuI(p-cymene)((S)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl)}I；Diiodoruthenium;[1-(2-diphenylphosphanylnaphthalen-1-yl)naphthalen-2-yl]-diphenylphosphane;1-methyl-4-propan-2-ylbenzene
• CAS: 126112-91-2
• 化学式: C₅₄H₄₆IP₂Ru*I
• 分子量: 1111.79
• InChiKey: UIKIHSGOGKYYAQ-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  14.06
• 重原子数：
  59
• 可旋转键数：
  8
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.07
• 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：

  (1R,2S,3R)-2,3-Bis-(3-chloro-phenyl)-5-oxo-cyclopentanecarboxylic acid methyl ester 、 {RuI(p-cymene)[(S)-BINAP]}I 以50%的产率得到
  参考文献：
  名称：

  FUKUDA, NORIO;MASHIMA, KAZUSHI;MATSUMURA, YOH-ICHI;TAKAYA, HIDEMASA, TETRAHEDRON LETT., 31,(1990) N9, C. 7185-7188

  摘要：

  DOI：
• 作为产物：
  描述：

  (S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl 、 [RuI₂(p-cymene)] 以 甲醇 、 二氯甲烷 为溶剂， 生成 {RuI(p-cymene)[(S)-BINAP]}I
  参考文献：
  名称：

  Highly stereoselective asymmetric hydrogenation of 2-benzamidomethyl-3-oxobutanoate catalysed by cationic binap–ruthenium(II) complexes

  摘要：

  使用[Rul{(R)-binap}(p-cymene)]I 和相应的 binap 衍生物配合物作为催化剂，实现了 2-苯甲酰胺甲基-3-羟基丁酸甲酯的高非对映选择性氢化、得到了(2S,3R)-2-苯甲酰胺基甲基-3-羟基丁酸甲酯，这是一种用于合成δ-内酰胺类抗生素的多功能中间体，非对映异构体过量率高达 98%，对映异构体过量率高达 99%。

  DOI：

  10.1039/c39910000609

文献信息

• Synthesis of new cationic BINAP–ruthenium(<scp>II</scp>) complexes and their use in asymmetric hydrogenation [BINAP = 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl]
  作者：Kazushi Mashima、Koh-hei Kusano、Tetsuo Ohta、Ryoji Noyori、Hidemasa Takaya

  DOI：10.1039/c39890001208

  日期：——

  [RuX2(arene)]2(1) and (S)-BINAP gives cationic BINAP–ruthenium complexes of the formula RuX(arene)[(S)-binap]} Y (2)(X = Cl, Br, and l; Y = Cl, Br, l, BF4, and BPh4; arene = C6H6 and p-MeC6H4CHMe2) which are efficient catalyst precursors for enantioselective hydrogenation of various prochiral alkenic and ketonic substrates [BINAP = 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl]; a crystal structure of (2)(with

  [RuX 2（arene）] 2（1）与（S）-BINAP的反应产生式为RuX（arene）[（S）-binap]} Y（2）（X = Cl， Br和l； Y = Cl，Br，l，BF 4和BPh 4；芳烃= C 6 H 6和p -MeC 6 H 4 CHMe 2），它们是对各种手性烯键和酮键进行对映选择性氢化的有效催化剂前体底物[BINAP ＝ 2，2′-双（二苯基膦基）-1，1′-联萘基]；（2）（X = Cl，Y = BF 4的晶体结构）。
• Takaya, Hidemasa; Ohta, Tetsuo; Mashima, Kazushi, Pure and Applied Chemistry, 1990, vol. 62, p. 1135 - 1138
  作者：Takaya, Hidemasa、Ohta, Tetsuo、Mashima, Kazushi、Noyori, Ryoji

  DOI：——

  日期：——
• Synthesis and characterization of mono- and tri-nuclear ruthenium complexes of 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl and their catalytic activity
  作者：Kazushi Mashima、Takahiro Hino、Hidemasa Takaya

  DOI：10.1039/dt9920002099

  日期：——

  The structures of ruthenium(II) complexes formed in solution from [RuX(S)-binap}(arene)]Y (S)-3 (X, Y = halide and/or BF4-; binap = 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl; arene = benzene or p-cymene) depend on the solvent. In acetonitrile-methanol (1 : 1 dicationic complexes [Ru(S)-binap}(MeCN)4]X(Y) (S)-4 (X = Y = Cl a; X = Cl, Y = BF4 b; X = Y = Br c; or X = Y = I d) are predominantly formed, while monocationic species [RuX(S)-binap}(MeCN)3]X (S)-6 (X = Cl a, Br b or I c) were observed in acetonitrile. These mono- and di-cationic species could not be isolated pure, while [RuCl2(S)-binap}(MeCN)2] (S)-5 was isolated from (S)-4a or (S)-6a upon concentration of the reaction mixture. In methanol without donor molecules such as acetonitrile, cationic trinuclear complexes [Ru3X5(S)-binap}3]Y (S)-7 (X = Y = Cl a; X = Cl, Y = BF4 b or X = Y = Br c) were exclusively formed by heating at 60-degrees-C or UV irradiation of a solution of (S)-3. The structure of (S)-7 was characterized by spectral data and an X-ray crystallographic analysis of (S)-7b [orthorhombic, space group P2(1)2(1)2(1), a = 26.328(5), b = 18.140(3), c = 26.374(4), Z = 4, R' = 0.083]. The relationship between the structure of the Ru(II)(binap) complexes and their catalytic activities for asymmetric hydrogenation of methyl 3-oxobutanoate has been investigated.