(2'R)-2-(2'-dibenzylamino-3'-methyl-butoxy)dinaphtho[2,1-d:1',2'-f](1,3,2)dioxaphosphepine | 479253-12-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (2'R)-2-(2'-dibenzylamino-3'-methyl-butoxy)dinaphtho[2,1-d:1',2'-f](1,3,2)dioxaphosphepine
• 英文别名: (2R)-N,N-dibenzyl-1-(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-yloxy)-3-methylbutan-2-amine
• CAS: 479253-12-8
• 化学式: C₃₉H₃₆NO₃P
• 分子量: 597.693
• InChiKey: CBYATSUEDJXMFN-DHUJRADRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.3
• 重原子数：
  44
• 可旋转键数：
  9
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.18
• 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'R)-2-(2'-dibenzylamino-3'-methyl-butoxy)dinaphtho[2,1-d:1',2'-f](1,3,2)dioxaphosphepine 以 氘代氯仿 为溶剂， 生成 chloro[(2'R)-2-(2'-dibenzylamino-3'-methylbutoxy)dinaphtho[2,1-d:1',2'-f](1,3,2) dioxaphosphepine]monocarbonylrhodium(I) 、 trans-chlorobis[(2'R)-2-(2'-dibenzylamino-3'-methylbutoxy)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：

  (2R)-2-(dibenzylamino)-3-methylbutan-1-ol 、 (R)-(1,1′-联萘-2,2′-二氧)氯膦 在 三乙胺 作用下， 以 甲苯 为溶剂， 以92%的产率得到(2'R)-2-(2'-dibenzylamino-3'-methyl-butoxy)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.