1-Ph2P-8-Ph2P(Se)C10H6 | 316808-40-9

• 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-Ph2P-8-Ph2P(Se)C10H6
• 英文别名: (8-Diphenylphosphanylnaphthalen-1-yl)-diphenyl-selenidophosphanium；(8-diphenylphosphanylnaphthalen-1-yl)-diphenyl-selenidophosphanium
• CAS: 316808-40-9
• 化学式: C₃₄H₂₆P₂Se
• 分子量: 575.488
• InChiKey: QLPZTKZUCRLFLE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.98
• 重原子数：
  37
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-Ph2P-8-Ph2P(Se)C10H6 以 二氯甲烷 为溶剂， 生成 [1,8-bis(diphenylphosphino)naphthalene-P,P']Mo(CO)4
  参考文献：
  名称：

  摘要：

  Treatment of 1,8-bis(diphenylphosphino)naphthalene (dppn, 1) with stoichiometric amounts of sulfur or selenium in toluene at 80 degreesC selectively afforded the diphosphine monochalcogenides 1-Ph2P(C10H6)-8-P(:S)Ph-2 (dppnS, 2a) and 1-Ph2P(C10H6)-8-P(:Se)Ph-2 (dppnSe, 2b), The P-31{H-1} NMR spectrum of 2b showed an unusually large (5)J(P-Se) value, which indicates a significant through-space coupling component. The monosulfide acted as a bidentate P,S-ligand towards platinum(II) (3a), whereas the corresponding monoselenide complex (3b') lost elemental selenium with formation of the previously reported complex [PtCl2(dppn)P:P'] (3). Treatment of dppnSe with [(nor)Mo(CO)(4)] (nor = norbornadiene) led to formation of [(dppnSe)Mo(CO)P,Se] (3b). Solutions of the latter slowly deposited Se with formation of [(dppn)Mo(CO)(4)-P,P'] (4) which was also obtained by independent synthesis from 1 and [(nor)Mo(CO)(4)]. All isolated new compounds were characterised by a combination of P-31, H-1, C-13 and Se-77 (2b) NMR spectroscopy, IR spectroscopy, mass spectrometry and elemental analysis. Single-crystal X-ray structure determinations were performed for dppnSe (2b), [PtCl2(dppnS)-P,S] (3a), [(dppnSe)Mo(CO)(4)-P,Se] (3b) and [(dppn)Mo(CO)(4)-P,P'] (4). In 2b steric effects cause the naphthalene ring to be distorted and force the phosphorus atoms by 65 and 59 pm to opposite sides of the best naphthalene plane. In the metal complexes 3a, 3b and 4 the phosphino-phosphinochalcogenyl systems act as bidentate ligands through the P and the chalcogen atoms. The naphthalene systems are again distorted. The two independent molecules of 4 differ in their conformations.

  DOI：

  10.1002/1521-3749(200011)626:11<2361::aid-zaac2361>3.0.co;2-r
• 作为产物：
  描述：

  1,8-双(二苯基膦)萘 在 selenium 、 三氯化铝 作用下， 以 甲苯 为溶剂， 反应 23.0h， 生成 1-Ph2P-8-Ph2P(Se)C10H6
  参考文献：
  名称：

  1,8-双（膦基）萘的氧化反应：双（氧化膦）和双（硫化膦）的合成和分子结构

  摘要：

  化合物 2a、2e、2f 和 3f 的几何结构表明相应双（膦）的应变增加。在每种情况下，P(:X)R2 基团 (X = O, S) 的接近导致畸变，其主要特征是 P 原子的平面外位移。© 2001 John Wiley & Sons, Inc. 杂原子化学 12:102–113, 2001

  DOI：

  10.1002/hc.7

文献信息

• Halogenation of (phosphine chalcogenide)gold(i) halides; some unexpected products
  作者：Christina Taouss、Peter G. Jones

  DOI：10.1039/c1dt11476j

  日期：——

  The monoselenide of 1,8-bis(diphenylphosphino)naphthalene reacts with (tht)AuCl to give the gold(III) system [(dppnAuSe)2]2+ 2Cl− (1); bromination of the bromogold(I) complex of the 1,2-bis(diphenylphosphino)methane monosulfide ligand furnishes the tribromide salt (2a) of a gold(III) cation [LAuBr2]+; bromination of the bromogold(I) complex of the 1,2-bis(diphenylphosphino)benzene monosulfide ligand leads

  单硒化物 1,8-双（二​​苯基膦基）萘与（THT）AUCL反应得到的金（III）系统[（dppnAuSe）2 ] 2+ 2CL - （1）; 所述bromogold的溴化（我）复合物中的1,2-双（二苯基膦基）甲烷单硫化物配体配料三溴化物盐（的图2a的金）（III）阳离子[LAuBr 2 ] + ; 溴的金（I）络合物的溴化反应;1,2-双（二苯基膦基）苯单硫化物配体产生涉及[-PPh 2 -S-PPh 2- ] 2+部分的杂环指示的混合溴化物/四溴金酸盐（3）；的类似反应三苯基膦硫化物硒化物和硒化物配合物可生成（bromochalcogeno）phosph阳离子Ph 3 PEBr +的四溴金酸盐（4a和4b）。
• ——
  作者：Atilla Karaçar、Matthias Freytag、Holger Thönnessen、Jan Omelanczuk、Peter G. Jones、Rainer Bartsch、Reinhard Schmutzler

  DOI：10.1002/1521-3749(200011)626:11<2361::aid-zaac2361>3.0.co;2-r

  日期：2000.11

  Treatment of 1,8-bis(diphenylphosphino)naphthalene (dppn, 1) with stoichiometric amounts of sulfur or selenium in toluene at 80 degreesC selectively afforded the diphosphine monochalcogenides 1-Ph2P(C10H6)-8-P(:S)Ph-2 (dppnS, 2a) and 1-Ph2P(C10H6)-8-P(:Se)Ph-2 (dppnSe, 2b), The P-31H-1} NMR spectrum of 2b showed an unusually large (5)J(P-Se) value, which indicates a significant through-space coupling component. The monosulfide acted as a bidentate P,S-ligand towards platinum(II) (3a), whereas the corresponding monoselenide complex (3b') lost elemental selenium with formation of the previously reported complex [PtCl2(dppn)P:P'] (3). Treatment of dppnSe with [(nor)Mo(CO)(4)] (nor = norbornadiene) led to formation of [(dppnSe)Mo(CO)P,Se] (3b). Solutions of the latter slowly deposited Se with formation of [(dppn)Mo(CO)(4)-P,P'] (4) which was also obtained by independent synthesis from 1 and [(nor)Mo(CO)(4)]. All isolated new compounds were characterised by a combination of P-31, H-1, C-13 and Se-77 (2b) NMR spectroscopy, IR spectroscopy, mass spectrometry and elemental analysis. Single-crystal X-ray structure determinations were performed for dppnSe (2b), [PtCl2(dppnS)-P,S] (3a), [(dppnSe)Mo(CO)(4)-P,Se] (3b) and [(dppn)Mo(CO)(4)-P,P'] (4). In 2b steric effects cause the naphthalene ring to be distorted and force the phosphorus atoms by 65 and 59 pm to opposite sides of the best naphthalene plane. In the metal complexes 3a, 3b and 4 the phosphino-phosphinochalcogenyl systems act as bidentate ligands through the P and the chalcogen atoms. The naphthalene systems are again distorted. The two independent molecules of 4 differ in their conformations.
• Oxidation reactions of 1,8-bis(phosphino)naphthalenes: syntheses and molecular structures of bis(phosphine oxides) and of a bis(phosphine sulfide)
  作者：Atilla Karaçar、Matthias Freytag、Holger Thönnessen、Jan Omelanczuk、Peter G. Jones、Rainer Bartsch、Reinhard Schmutzler

  DOI：10.1002/hc.7

  日期：——

  A series of naphthalenediyl-1,8-bis(phosphine oxides) 1-RR′P(:O)(C10H6)-8-P(:O)RR′ (R = R′ = Me (2a), Et (2b), iPr (2c), Cy (2d), Ph (2f) and R = tBu, R′ = Ph (2e) was prepared by oxidation of the corresponding bis(phosphines) 1a–f with molecular oxygen or H2O2·(H2N)2C(:O) and characterized by NMR and IR spectroscopy, mass spectrometry, and elemental analysis (2a, 2b, 2d–f). X-ray crystal structure

  化合物 2a、2e、2f 和 3f 的几何结构表明相应双（膦）的应变增加。在每种情况下，P(:X)R2 基团 (X = O, S) 的接近导致畸变，其主要特征是 P 原子的平面外位移。© 2001 John Wiley & Sons, Inc. 杂原子化学 12:102–113, 2001