2-(4-dimethylaminobenzylidene)-4,5-bis(diphenylphosphino)-4-cyclopenten-1,3-dione | 1208267-55-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-(4-dimethylaminobenzylidene)-4,5-bis(diphenylphosphino)-4-cyclopenten-1,3-dione
• 英文别名: 2-(4-dimethylaminobenzylidene)-4,5-bis(diphenylphosphino)-4-cyclopentene-1,3-dione；dbpcd；2-[[4-(Dimethylamino)phenyl]methylidene]-4,5-bis(diphenylphosphanyl)cyclopent-4-ene-1,3-dione；2-[[4-(dimethylamino)phenyl]methylidene]-4,5-bis(diphenylphosphanyl)cyclopent-4-ene-1,3-dione
• CAS: 1208267-55-3
• 化学式: C₃₈H₃₁NO₂P₂
• 分子量: 595.617
• InChiKey: RALDGLRIBLJQIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  43
• 可旋转键数：
  8
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  dichloro( 1,5-cyclooctadiene)platinum(ll) 、 2-(4-dimethylaminobenzylidene)-4,5-bis(diphenylphosphino)-4-cyclopenten-1,3-dione 以 二氯甲烷 为溶剂， 以87%的产率得到(2-(4-dimethylaminobenzylidene)-4,5-bis(diphenylphosphino)-4-cyclopenten-1,3-dione)dichloridoplatinum(II)
  参考文献：
  名称：

  Synthesis of the donor–acceptor ligand 2-(4-dimethylaminobenzylidene)-4,5-bis(diphenylphosphino)-4-cyclopenten-1,3-dione (dbpcd) and X-ray diffraction structure of the platinum(II) compound PtCl2(dbpcd)·1.5CH2Cl2

  摘要：

  Knoevenagel condensation of 4-(dimethylamino)benzaldehyde with 4,5-bis(diphenylphosphino)-4-cyclopenten-1,3-dione (bpcd) gives the donor-acceptor ligand 2-(4-dimethylaminobenzylidene)-4,5-bis(diphenylphosphino)-4-cyclopenten-1,3-dione (dbpcd). The reaction of dbpcd with PtCl2(cod) affords the platinum(II) complex PtCl2(dbpcd) in high yield. The free dbpcd ligand and PtCl2(dbpcd) have been isolated and fully characterized in solution by IR and NMR spectroscopies, and the solid-state structure of PtCl2(dbpcd) determined by X-ray diffraction analysis. PtCl2(dbpcd), as the 1.5CH(2)Cl(2) solvate, crystallizes in the triclinic space group P (1) over bar, a = 11.7412(7) angstrom, b = 12.0486(7) angstrom, c = 14.4781(9) angstrom, alpha = 82.866(1), beta = 75.049(1), gamma = 83.905(1), V = 1957.6(2) angstrom(3), Z = 2, and D-calc = 1.678 mg/m(3), R = 0.0291 and wR(2) = 0.0723 for 8315 reflections with I > 2 sigma(I). The molecular structure of PtCl2(dbpcd)center dot 1.5CH(2)Cl(2) consists of a square-planar platinum architecture containing two chlorines and the ancillary dbpcd diphosphine ligand. The redox properties of the dbpcd ligand and PtCl2(dbpcd) have been explored by cyclic voltammetry, and these data are discussed with respect to extended Huckel MO calculations. (C) 2009 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2009.11.011
• 作为产物：
  描述：

  4,5-bis(diphenylphosphino)-4-cyclopenten-1,3-dione 、 对二甲氨基苯甲醛 在 potassium tert-butylate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 4.5h， 以95%的产率得到2-(4-dimethylaminobenzylidene)-4,5-bis(diphenylphosphino)-4-cyclopenten-1,3-dione
  参考文献：
  名称：

  Synthesis of the donor–acceptor ligand 2-(4-dimethylaminobenzylidene)-4,5-bis(diphenylphosphino)-4-cyclopenten-1,3-dione (dbpcd) and X-ray diffraction structure of the platinum(II) compound PtCl2(dbpcd)·1.5CH2Cl2

  摘要：

  Knoevenagel condensation of 4-(dimethylamino)benzaldehyde with 4,5-bis(diphenylphosphino)-4-cyclopenten-1,3-dione (bpcd) gives the donor-acceptor ligand 2-(4-dimethylaminobenzylidene)-4,5-bis(diphenylphosphino)-4-cyclopenten-1,3-dione (dbpcd). The reaction of dbpcd with PtCl2(cod) affords the platinum(II) complex PtCl2(dbpcd) in high yield. The free dbpcd ligand and PtCl2(dbpcd) have been isolated and fully characterized in solution by IR and NMR spectroscopies, and the solid-state structure of PtCl2(dbpcd) determined by X-ray diffraction analysis. PtCl2(dbpcd), as the 1.5CH(2)Cl(2) solvate, crystallizes in the triclinic space group P (1) over bar, a = 11.7412(7) angstrom, b = 12.0486(7) angstrom, c = 14.4781(9) angstrom, alpha = 82.866(1), beta = 75.049(1), gamma = 83.905(1), V = 1957.6(2) angstrom(3), Z = 2, and D-calc = 1.678 mg/m(3), R = 0.0291 and wR(2) = 0.0723 for 8315 reflections with I > 2 sigma(I). The molecular structure of PtCl2(dbpcd)center dot 1.5CH(2)Cl(2) consists of a square-planar platinum architecture containing two chlorines and the ancillary dbpcd diphosphine ligand. The redox properties of the dbpcd ligand and PtCl2(dbpcd) have been explored by cyclic voltammetry, and these data are discussed with respect to extended Huckel MO calculations. (C) 2009 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2009.11.011

文献信息

• Synthesis of the donor–acceptor ligand 2-(4-dimethylaminobenzylidene)-4,5-bis(diphenylphosphino)-4-cyclopenten-1,3-dione (dbpcd) and X-ray diffraction structure of the platinum(II) compound PtCl2(dbpcd)·1.5CH2Cl2
  作者：Silvia Atim、Xiaoping Wang、Michael G. Richmond

  DOI：10.1016/j.ica.2009.11.011

  日期：2010.1

  Knoevenagel condensation of 4-(dimethylamino)benzaldehyde with 4,5-bis(diphenylphosphino)-4-cyclopenten-1,3-dione (bpcd) gives the donor-acceptor ligand 2-(4-dimethylaminobenzylidene)-4,5-bis(diphenylphosphino)-4-cyclopenten-1,3-dione (dbpcd). The reaction of dbpcd with PtCl2(cod) affords the platinum(II) complex PtCl2(dbpcd) in high yield. The free dbpcd ligand and PtCl2(dbpcd) have been isolated and fully characterized in solution by IR and NMR spectroscopies, and the solid-state structure of PtCl2(dbpcd) determined by X-ray diffraction analysis. PtCl2(dbpcd), as the 1.5CH(2)Cl(2) solvate, crystallizes in the triclinic space group P (1) over bar, a = 11.7412(7) angstrom, b = 12.0486(7) angstrom, c = 14.4781(9) angstrom, alpha = 82.866(1), beta = 75.049(1), gamma = 83.905(1), V = 1957.6(2) angstrom(3), Z = 2, and D-calc = 1.678 mg/m(3), R = 0.0291 and wR(2) = 0.0723 for 8315 reflections with I > 2 sigma(I). The molecular structure of PtCl2(dbpcd)center dot 1.5CH(2)Cl(2) consists of a square-planar platinum architecture containing two chlorines and the ancillary dbpcd diphosphine ligand. The redox properties of the dbpcd ligand and PtCl2(dbpcd) have been explored by cyclic voltammetry, and these data are discussed with respect to extended Huckel MO calculations. (C) 2009 Elsevier B. V. All rights reserved.