1,3-{bis[(tert-butyl)(phenyl)phosphino]methyl}-2-bromobenzene | 404849-91-8

• 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}-2-bromobenzene
• 英文别名: [2-Bromo-3-[[tert-butyl(phenyl)phosphanyl]methyl]phenyl]methyl-tert-butyl-phenylphosphane；[2-bromo-3-[[tert-butyl(phenyl)phosphanyl]methyl]phenyl]methyl-tert-butyl-phenylphosphane
• CAS: 404849-91-8
• 化学式: C₂₈H₃₅BrP₂
• 分子量: 513.437
• InChiKey: MKDHEWSYFYSSTE-UHFFFAOYSA-N

物化性质

• 沸点：
  584.2±50.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  31
• 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：

  [Pt₂(4-MeC₆H₄)₄(μ-SEt₂)₂] 、 1,3-{bis[(tert-butyl)(phenyl)phosphino]methyl}-2-bromobenzene 以 苯 为溶剂， 以49%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：

  2-溴-1,3-双(溴乙基)苯 在 四氢吡咯 、 正丁基锂 、 鹰爪豆碱 作用下， 以 乙醚 、 正戊烷 为溶剂， 反应 12.0h， 生成 1,3-{bis[(tert-butyl)(phenyl)phosphino]methyl}-2-bromobenzene
  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

• Development of the First P-Stereogenic PCP Pincer Ligands, Their Metallation by Palladium and Platinum, and Preliminary Catalysis
  作者：B. Scott Williams、Paulo Dani、Martin Lutz、Anthony L. Spek、Gerard van Koten

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

  日期：2001.11.14

  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.