trans-[PdCl2(PPh(C6H4Cl-2)2)2] | 40691-28-9

• 英文名称: trans-[PdCl2(PPh(C6H4Cl-2)2)2]
• CAS: 40691-28-9
• 化学式: C₃₆H₂₆Cl₆P₂Pd
• 分子量: 839.688
• InChiKey: PHBLZHBFMPRPKR-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  1,10-菲罗啉 、 trans-[PdCl2(PPh(C6H4Cl-2)2)2] 以 氘代氯仿 为溶剂， 生成 二氯(1,10-亚铁试剂)钯(II)
  参考文献：
  名称：

  Transition metal complexes containing P(C6H5)(C6H4Cl-2)2. The effect of added Lewis bases as a probe for substitution reactions occurring in ambient temperature Suzuki couplings catalyzed by Pd/P(C6H5)(C6H4Cl-2)2

  摘要：

  The reactivity of the d(8) transition metal complexes, [NiBr2(CH3OCH2CH2OCH3)] and MCl2L2 (M = Pd, Pt; L = CH3CN; L-2 = 1,5-cyclooctadiene), towards P(C6H5)(C6H4Cl-2)(2) (1) was investigated. While treatment of [PdCl2(cod)] with 2 equiv of 1 resulted in displacement of the weakly coordinating cyclooctadiene and formation of [PdCl2(P(C6H5)(C6H4Cl-2)(2))(2)], analogous reactions with [PtCl2(cod)] afforded the monosubstituted species [PtCl2(cod)(P(C6H5)(C6H4Cl-2)(2))]. The disubstituted complex [PtCl2(P(C6H5)(C6H4Cl-2)(2))(2)] was successfully obtained by treatment of [PtCl2(NCCH3)(2)] with 2 equiv of 1. However, attempts to react I with [NiBr2(CH3OCH2CH2OCH3)] were unsuccessful. The chlorinated triphenyl phosphine is quite labile and is readily displaced from [PdCl2(P(C6H5)(C6H4Cl-2)(2))(2)] by various Lewis bases including nitrogen containing ligands such as 2,2-bipyridine. The molecular structure of trans-[PdCl2(P(C6H5)(C6H4Cl-2)(2))(2)] was determined by X-ray diffraction and represents the first molecular structure determination of a transition metal complex containing 1. This complex crystallizes in the monoclinic space group P2(1)/n with a = 10.3928(3) Angstrom, b = 16.0102(4) Angstrom, c = 13.1884(4) Angstrom, beta = 90.714(2)degrees, and Z = 4. Key geometric parameters include Pd-Cl(1) = 2.309(1) Angstrom, Pd-P(1) = 2.334(1) Angstrom,- Pd-P(1)-C(7) = 118.3(2)degrees, Pd-P(1)-C(1) = 115.3(2)degrees, C(1)-C(6)-Cl(2) = 120.7(4)degrees and Cl(1)-Pd-P(1) = 85.86(4)degrees. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0020-1693(02)01141-6
• 作为产物：
  描述：

  双(乙腈)氯化钯(II) 、 Di-<2-chlorphenyl>-phenylphosphin 以 二氯甲烷 为溶剂， 以93%的产率得到trans-[PdCl2(PPh(C6H4Cl-2)2)2]
  参考文献：
  名称：

  Transition metal complexes containing P(C6H5)(C6H4Cl-2)2. The effect of added Lewis bases as a probe for substitution reactions occurring in ambient temperature Suzuki couplings catalyzed by Pd/P(C6H5)(C6H4Cl-2)2

  摘要：

  The reactivity of the d(8) transition metal complexes, [NiBr2(CH3OCH2CH2OCH3)] and MCl2L2 (M = Pd, Pt; L = CH3CN; L-2 = 1,5-cyclooctadiene), towards P(C6H5)(C6H4Cl-2)(2) (1) was investigated. While treatment of [PdCl2(cod)] with 2 equiv of 1 resulted in displacement of the weakly coordinating cyclooctadiene and formation of [PdCl2(P(C6H5)(C6H4Cl-2)(2))(2)], analogous reactions with [PtCl2(cod)] afforded the monosubstituted species [PtCl2(cod)(P(C6H5)(C6H4Cl-2)(2))]. The disubstituted complex [PtCl2(P(C6H5)(C6H4Cl-2)(2))(2)] was successfully obtained by treatment of [PtCl2(NCCH3)(2)] with 2 equiv of 1. However, attempts to react I with [NiBr2(CH3OCH2CH2OCH3)] were unsuccessful. The chlorinated triphenyl phosphine is quite labile and is readily displaced from [PdCl2(P(C6H5)(C6H4Cl-2)(2))(2)] by various Lewis bases including nitrogen containing ligands such as 2,2-bipyridine. The molecular structure of trans-[PdCl2(P(C6H5)(C6H4Cl-2)(2))(2)] was determined by X-ray diffraction and represents the first molecular structure determination of a transition metal complex containing 1. This complex crystallizes in the monoclinic space group P2(1)/n with a = 10.3928(3) Angstrom, b = 16.0102(4) Angstrom, c = 13.1884(4) Angstrom, beta = 90.714(2)degrees, and Z = 4. Key geometric parameters include Pd-Cl(1) = 2.309(1) Angstrom, Pd-P(1) = 2.334(1) Angstrom,- Pd-P(1)-C(7) = 118.3(2)degrees, Pd-P(1)-C(1) = 115.3(2)degrees, C(1)-C(6)-Cl(2) = 120.7(4)degrees and Cl(1)-Pd-P(1) = 85.86(4)degrees. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0020-1693(02)01141-6

文献信息

• Coupling of Aryl Halides with Aryl Boronic Acids with P(C₆H₅)(2-C₆H₄Cl)₂ as the Supporting Ligand
  作者：Michelle R. Pramick、Sara M. Rosemeier、Maryann T. Beranek、Stephanie B. Nickse、Joshua J. Stone、Robert A. Stockland,、Steven M. Baldwin、Margaret E. Kastner

  DOI：10.1021/om020885i

  日期：2003.2.1

  The chlorinated triarylphosphine P(C6H5)(2-C6H4Cl)(2) (1) has been used as a supporting ligand in the Suzuki-Miyaura coupling of aryl boronic acids with aryl halides. Aryl bromides without ortho substituents were successfully coupled at room temperature, while reactions involving sterically hindered aryl bromides required slight heating (70 degreesC). Electron-deficient aryl chlorides were also successfully coupled with heating (90 degreesC). Key reaction parameters such as order of addition, choice of mineral base, solvent volume, temperature, 1/Pd ratio, as well as electronic and steric variation of the aryl halide have been investigated and are reported.