(2'S)-2-[(1'-methyl-pyrrolidinyl-2')-methoxy]dinaphtho[2,1-d:1',2'-f](1,3,2)dioxaphosphepine | 479253-14-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (2'S)-2-[(1'-methyl-pyrrolidinyl-2')-methoxy]dinaphtho[2,1-d:1',2'-f](1,3,2)dioxaphosphepine
• 英文别名: (2S)-2-(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-yloxymethyl)-1-methylpyrrolidine
• CAS: 479253-14-0
• 化学式: C₂₆H₂₄NO₃P
• 分子量: 429.455
• InChiKey: JLJYTXDQHGNPJK-FQEVSTJZSA-N

物化性质

• 沸点：
  569.8±32.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  31
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  di(rhodium)tetracarbonyl dichloride 、 (2'S)-2-[(1'-methyl-pyrrolidinyl-2')-methoxy]dinaphtho[2,1-d:1',2'-f](1,3,2)dioxaphosphepine 以 二氯甲烷 为溶剂， 以93%的产率得到chloro[(2'S)-2-[(1'-methyl-pyrrolidinyl-2')methoxy]dinaphtho[2,1-d:1',2'-f](1,3,2) dioxaphosphepine]monocarbonylrhodium(I)
  参考文献：
  名称：

  New amino-, imino- and oxazolinophosphites based on 1,1′-bi-2-naphtol: coordination and catalytic properties

  摘要：

  A series of the new chiral BINOL-based phosphite P,N-hybrid ligands was prepared. The coordination behavior of all the ligands was studied and the neutral complexes [Rh(CO)Cl(P<^>N)] were synthesized in order to characterize a degree of the electronic non-symmetry of donating centers. Also the neutral and cationic complexes cis-[PdCl2(eta(2)-P<^>N=)], cis-[PdCl2(eta(1)-P<^>N=)(2)], cis-[PdCl(eta(2)-P<^>N=)(eta(1)-P<^>N=)]Cl-+(-), [Pd(allyl)(eta(2)-P<^>N=)]X-+(-) (X- = Cl-, BF4-) were obtained and characterized. The new P,N-hydrid ligands gave up to 81% ee in the enantioselective Pd-catalyzed alkylation of 3-penten-2-yl carbonate by dimethyl malonate and up to 60% ee in the Rh-catalyzed hydrosilylation of acetophenone and acetylferrocene by diphenylsilane. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(02)01561-9
• 作为产物：
  描述：

  (R)-(1,1′-联萘-2,2′-二氧)氯膦 、 N-甲基-L-脯氨醇 在 三乙胺 作用下， 以 甲苯 为溶剂， 以89%的产率得到(2'S)-2-[(1'-methyl-pyrrolidinyl-2')-methoxy]dinaphtho[2,1-d:1',2'-f](1,3,2)dioxaphosphepine
  参考文献：
  名称：

  New amino-, imino- and oxazolinophosphites based on 1,1′-bi-2-naphtol: coordination and catalytic properties

  摘要：

  A series of the new chiral BINOL-based phosphite P,N-hybrid ligands was prepared. The coordination behavior of all the ligands was studied and the neutral complexes [Rh(CO)Cl(P<^>N)] were synthesized in order to characterize a degree of the electronic non-symmetry of donating centers. Also the neutral and cationic complexes cis-[PdCl2(eta(2)-P<^>N=)], cis-[PdCl2(eta(1)-P<^>N=)(2)], cis-[PdCl(eta(2)-P<^>N=)(eta(1)-P<^>N=)]Cl-+(-), [Pd(allyl)(eta(2)-P<^>N=)]X-+(-) (X- = Cl-, BF4-) were obtained and characterized. The new P,N-hydrid ligands gave up to 81% ee in the enantioselective Pd-catalyzed alkylation of 3-penten-2-yl carbonate by dimethyl malonate and up to 60% ee in the Rh-catalyzed hydrosilylation of acetophenone and acetylferrocene by diphenylsilane. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(02)01561-9

文献信息

• New amino-, imino- and oxazolinophosphites based on 1,1′-bi-2-naphtol: coordination and catalytic properties
  作者：K.N Gavrilov、O.G Bondarev、R.V Lebedev、A.I Polosukhin、A.A Shyryaev、S.E Lyubimov、P.V Petrovskii、S.K Moiseev、V.N Kalinin、N.S Ikonnikov、V.A Davankov、A.V Korostylev

  DOI：10.1016/s0022-328x(02)01561-9

  日期：2002.8

  A series of the new chiral BINOL-based phosphite P,N-hybrid ligands was prepared. The coordination behavior of all the ligands was studied and the neutral complexes [Rh(CO)Cl(P<^>N)] were synthesized in order to characterize a degree of the electronic non-symmetry of donating centers. Also the neutral and cationic complexes cis-[PdCl2(eta(2)-P<^>N=)], cis-[PdCl2(eta(1)-P<^>N=)(2)], cis-[PdCl(eta(2)-P<^>N=)(eta(1)-P<^>N=)]Cl-+(-), [Pd(allyl)(eta(2)-P<^>N=)]X-+(-) (X- = Cl-, BF4-) were obtained and characterized. The new P,N-hydrid ligands gave up to 81% ee in the enantioselective Pd-catalyzed alkylation of 3-penten-2-yl carbonate by dimethyl malonate and up to 60% ee in the Rh-catalyzed hydrosilylation of acetophenone and acetylferrocene by diphenylsilane. (C) 2002 Elsevier Science B.V. All rights reserved.