2-(bis(3,5-di-tert-butylphenyl)phosphino)-1,1'-binaphthyl | 701935-41-3

• 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: 2-(bis(3,5-di-tert-butylphenyl)phosphino)-1,1'-binaphthyl
• 英文别名: (S)-[1,1'-Binaphthalen]-2-ylbis(3,5-di-tert-butylphenyl)phosphane；bis(3,5-ditert-butylphenyl)-(1-naphthalen-1-ylnaphthalen-2-yl)phosphane
• CAS: 701935-41-3
• 化学式: C₄₈H₅₅P
• 分子量: 662.938
• InChiKey: MAAXHCTVSWMOAZ-UHFFFAOYSA-N

物化性质

• 沸点：
  686.1±55.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  15.4
• 重原子数：
  49
• 可旋转键数：
  8
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  bis[(benzyldimethylamino)chloropalladium(II)] 、 2-(bis(3,5-di-tert-butylphenyl)phosphino)-1,1'-binaphthyl 以 二氯甲烷 为溶剂， 以74%的产率得到[PdCl(C6H4CH2NMe2)(2-(bis(3,5-di-t-butylphenyl)phosphino)-1,1'-binaphthyl)]
  参考文献：
  名称：

  3,5-Dialkyl Effect on Enantioselectivity in Pd Chemistry:  Applications Involving Both Bidentate and Monodentate Auxiliaries

  摘要：

  The structural 3,5-dialkylphenyl effect on enantioselectivity is demonstrated for several Pd-catalyzed reactions including a ring-opening transmetalation, Heck arylation, and allylic alkylation. For these homogeneously catalyzed reactions the observed enantiomeric excesses (ee's) are found to improve by more than 15%. The ligands tested include MeO-Biphep and a P,N-phosphino-oxazoline-bidentate ligand containing 3,5-di-tert-butylphenyl substituents. Further, several derivatives of the monodentate auxiliary MOP ((R)-2-diarylphosphino-1,1'-binaphthyl) have been modified to include 3,5-dialkylphenyl substituents and these auxiliaries have been tested in Pd-catalyzed enantioselective hydrosilylation chemistry. For some, but not all of these MOP ligands, enhanced ee's of the order of 40-50% are found. Variable-temperature and 2-D NMR studies have been carried out on new model complexes and reveal selected restricted rotation around a number of the P-C(Ipso) aryl bonds. Solid-state structures for two of the new complexes, PdBr(p-NCC6H4)(phosphino-oxazoline, 2b), 8b, and PdCl(C6H4CH2NMe2)(MOP, 4b), 9b, have been determined.

  DOI：

  10.1021/om034381b

文献信息

• Bonding in Palladium(II) and Platinum(II) Allyl MeO- and H-MOP Complexes. Subtle Differences via ¹³C NMR
  作者：P. G. Anil Kumar、Pascal Dotta、René Hermatschweiler、Paul S. Pregosin、Alberto Albinati、Silvia Rizzato

  DOI：10.1021/om049039t

  日期：2005.3.1

  studies have shown that in both Pd(II)- and Pt(II)-allyl (modified-MOP) (MOP = (S)-2-diarylphosphino-1,1‘-binaphthyl) complexes the substituent on the MOP auxiliary can affect how the naphthyl backbone interacts with a metal center. With the MeO-MOP analogue, the metal binds the carbon in a weak η1-fashion, whereas with H-MOP it prefers an η2-binding mode. For the Pt complexes, the 1J(195Pt,13C) values proved

  13 C NMR研究表明，在Pd（II）-和Pt（II）-烯丙基（修饰的MOP）中，（MOP =（S）-2-二芳基膦基-1,1'-联萘基）络合MOP上的取代基助剂会影响萘基骨架与金属中心的相互作用。与的MeO-MOP类似物，金属结合在弱η碳1 -时尚，而用H-MOP它喜欢的η 2 -结合模式。对于Pt配合物，1 J（195 Pt，13 C）值被证明是诊断工具。两种键合方式都与金属键合相对较弱。将MOP配体结构从PPh 2修饰为P（3,5-二叔丁基苯基）2类似物可以显着地影响配位层内的键长，通过对于的PdCl（ηX射线结构数据所指示的3 -C 3 H ^ 5）（改性-MOP）。2-d NMR交换光谱可用于识别和两个最常见的类型η的区分3 -η 1 -η 3异构化方法，即，围绕烯丙基C-C键相对于周围的烯丙基M-C键的旋转的旋转。对于复杂的PdCl（η 3 -C 3 H ^ 5）（H-MOP）