1,3-{bis[(tert-butyl)(phenyl)phosphino]methyl}benzene | 404849-82-7

• 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: 1,3-{bis[(tert-butyl)(phenyl)phosphino]methyl}benzene
• 英文别名: (R,R)-(C6H4-2,6-(CH2PPhBu-t)2)；Tert-butyl-[[3-[[tert-butyl(phenyl)phosphanyl]methyl]phenyl]methyl]-phenylphosphane
• CAS: 404849-82-7
• 化学式: C₂₈H₃₆P₂
• 分子量: 434.541
• InChiKey: VXGWYFAKGIVFIC-UHFFFAOYSA-N

物化性质

• 沸点：
  550.8±43.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 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：

  tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 1,3-{bis[(tert-butyl)(phenyl)phosphino]methyl}benzene 以 苯 为溶剂， 以19%的产率得到
  参考文献：
  名称：

  Development of the First P-Stereogenic PCP Pincer Ligands, Their Metallation by Palladium and Platinum, and Preliminary Catalysis

  摘要：

  The potentially tridentate P-stereogenic [P*CP*] ligands 1,3-{bis[(tert-butyl)(phenyl)phosphino]methyl}-benzene and 1,3-[bis[(tert-butyl)(phenyl) phosphino]methyl]-2-bromobenzene have been synthesized as the protected phosphine-borane adducts. Deprotection with a secondary amine affords the free phosphine ligand which can be metallated by Pd and Pt with standard metal synthons. Two of the resultant [P*CP*] metal complexes have been characterized by X-ray crystallography. The complexes exhibit a C-2-symmetric environment about the remaining binding site of the square-planar center, with t-Bu groups filling two quadrants of the open site. The Pd complexes can be converted by use of a Ag salt to the analogous aquo complex, which is catalytically active in the aldol condensation of methyl 2-isocyanoacetate and benzaldehyde. Preliminary results and comparisons with previously reported catalysts with more distal C-stereogenicity are presented.

  DOI：

  10.1002/1522-2675(20011114)84:11<3519::aid-hlca3519>3.0.co;2-9
• 作为产物：
  描述：

  (1R,1'R)-(1,3-phenylenebis(methylene))bis(tert-butyl(phenyl)phosphine borane) 在 四氢吡咯 作用下， 反应 12.0h， 生成 1,3-{bis[(tert-butyl)(phenyl)phosphino]methyl}benzene
  参考文献：
  名称：

  Development of the First P-Stereogenic PCP Pincer Ligands, Their Metallation by Palladium and Platinum, and Preliminary Catalysis

  摘要：

  The potentially tridentate P-stereogenic [P*CP*] ligands 1,3-{bis[(tert-butyl)(phenyl)phosphino]methyl}-benzene and 1,3-[bis[(tert-butyl)(phenyl) phosphino]methyl]-2-bromobenzene have been synthesized as the protected phosphine-borane adducts. Deprotection with a secondary amine affords the free phosphine ligand which can be metallated by Pd and Pt with standard metal synthons. Two of the resultant [P*CP*] metal complexes have been characterized by X-ray crystallography. The complexes exhibit a C-2-symmetric environment about the remaining binding site of the square-planar center, with t-Bu groups filling two quadrants of the open site. The Pd complexes can be converted by use of a Ag salt to the analogous aquo complex, which is catalytically active in the aldol condensation of methyl 2-isocyanoacetate and benzaldehyde. Preliminary results and comparisons with previously reported catalysts with more distal C-stereogenicity are presented.

  DOI：

  10.1002/1522-2675(20011114)84:11<3519::aid-hlca3519>3.0.co;2-9

文献信息

• Enantioselective synthesis of platinum group metal complexes with the chiral PCP pincer ligand R,R-{C6H4-2,6-(CH2P*PhBut)2}. The crystal structure of R,R-PdCl{C6H3-2,6-(CH2P*PhBut)2}
  作者：David Morales-Morales、Roger E. Cramer、Craig M. Jensen

  DOI：10.1016/s0022-328x(02)01371-2

  日期：2002.7

  The novel PCP chiral ligand R,R-C6H4-2,6-(CH2P*PhBut)2} and its platinum metal complexes have been easily synthesized in enantiomeric pure form. The palladium compound R,R-PdClC6H3-2,6-(CH2P*PhBut)2} has been characterized by X-ray crystal structure analysis thus confirming the absolute configuration of the complexated ligand. Preliminary catalytic experiments with the iridium and palladium complexes

  新颖PCP手性配体- [R ，- [R - C 6 H ^ 4 -2,6-（CH 2 P * PhBu吨）2 }和其铂金属络合物对映体纯的形式被容易地合成的钯化合物。[R ，- [R -通过X射线晶体结构分析表征了PdCl C 6 H 3 -2，6-（CH 2 P * PhBu t）2 }，从而证实了络合配体的绝对构型。铱和钯配合物R，R的初步催化实验-IrH 4 C 6 H ^ 3 -2,6-（CH 2 P * PhBu吨）2 }和[R ，- [R -PdCl C 6 H ^ 3 -2,6-（CH 2 P * PhBu吨）2 }在分别进行了环烷烃的脱氢和苯乙烯的氢化硅烷化，烯丙基烷基化和Heck偶联反应。