2,6-(Me2NCH2)2C6H3SnPh3 | 400771-66-6

• 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: 2,6-(Me2NCH2)2C6H3SnPh3
• CAS: 400771-66-6
• 化学式: C₃₀H₃₄N₂Sn
• 分子量: 541.323
• InChiKey: MLJKRMQXADKTTC-UHFFFAOYSA-N

物化性质

• 沸点：
  554.6±60.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.69
• 重原子数：
  33
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,6-(Me2NCH2)2C6H3SnPh3 、 silver(I) acetate 以 二氯甲烷 为溶剂， 以80%的产率得到[2,6-bis((dimethylamino)methyl)phenyl]diphenyltin acetate
  参考文献：
  名称：

  Structure and Solution Study of Molecular Triorganotin Compounds Containing an N,C,N Ligand

  摘要：

  The triorganotin compounds R-2(NCN)SnX (NCN = C6H3(Me2NCH2)(2-)2,6(-)) containing different polar groups X or substituents R were prepared. The set of organotin compounds Ph-2(NCN)SnX (X = 1 (2), CF3CO2 (3), CH3CO2 (4), Et2NCS2 (5)) was prepared to study the influence of the polar group X on the character of the Sn-X bond. The effect of substituents R on the character of the Sn-X bond was studied in two additional sets of organotin compounds, R-2(NCN)SnCl (R = Ph (6), Bu (7), Me (8)) and R-2(NCN)SnO2CCH3 (R = Ph (4), Bu (9), Me (10)). The influence of different solvents and temperatures on the presence or absence of covalent Sn-X bonds was studied as well. H-1 and Sn-119 NMR spectroscopy showed the occurrence of dissociation of the Sn-O2CCH3 covalent bond in CD2Cl2 solutions of 4, 9, and 10 at various temperatures (range 300-200 K). The crystal structures of 8 and 10 were studied by X-ray crystallography.

  DOI：

  10.1021/om050549c
• 作为产物：
  描述：

  三苯基氯化锡 、 2,6-bis(dimethylaminomethyl)phenyllithium 以 乙醚 为溶剂， 以56%的产率得到2,6-(Me2NCH2)2C6H3SnPh3
  参考文献：
  名称：

  Solution and cross-polarization/magic angle spinning NMR investigation of intramolecular coordination SnN in some organotin(IV) C,N-chelates

  摘要：

  An intramolecular donor/acceptor Sn-N bonding connection in a set of triphenyl- and diphenyl-(halogeno)tin(IV) C,N-chelates. Ph2XSnL, where Ph = C6H5, X = Ph, Cl or Br and L' = 2-(dimethylaminomethyl)phenyl-, C6H,(CH,NMe,)-2. and L' = 2,6-bis[(dimethylaminomethyl)phenyll-, C H ',(CH,NMe1)2-2,6, respectively, was studied by "'Sn, 'N, "C and 'H NMR spectroscopy in solution of non-coordinating solvent (CDCI,) and by "'Sn cross-polarization ' imagic angle spinning NMR techniques in the solid-state. The existence of Sn-N coordination bonds was confirmed in studied compounds and their strengths were evaluated through the values of NMR spectra parameters of nuclei directly involved in Sn-N connection, namely by characteristic changes of chemical shifts 6('"'Sn) and 5(`N) and values of J('"Sn. '3Q and J("'Sn, 'N) coupling constants. The set was extended by compound [2,6-C1H3(CH,NMe,),jPhSnCl, (5a), that is the decomposition product of compound [2,6-C,H3(CH,NMe,),]Ph,SnCl (5), This 5a was characterized by NMR spectroscopy and its structure was estimated by X-ray diffraction techniques. O 2001 Elsevier Science B.V. All rights reserved.An intramolecular donor/acceptor Sn-N bonding connection in a set of triphenyl- and diphenyl-(halogeno)tin(IV) C,N-chelates. Ph2XSnL, where Ph = C6H5, X = Ph, Cl or Br and L-1 = 2-(dimethylaminomethyl)phenyl-, C6H4(CH2NMe2)-2, and L-2 = 2,6-bis[(dimethylaminomethyl)phenyl]-, C6H3(CH2NMe2)(2)-2,6, respectively, was studied by Sn-119, N-15, C-13 and H-1 NMR spectroscopy in solution of non-coordinating solvent (CDCl3,) and by Sn-119 cross-polarization/magic angle spinning NMR techniques in the solid-state. The existence of Sn-N coordination bonds was confirmed in studied compounds and their strengths were evaluated through the values of NMR spectra parameters of nuclei directly involved in Sn-N connection, namely by characteristic changes of chemical shifts delta(Sn-119) and delta(N-15) and values of J(Sn-119, C-13 and J(Sn-119, C-13) coupling constants. The set was extended by compound [2,6-C6H3(CH2NMe2)(2)]PhSnCl2 (5a), that is the decomposition product of compound [2,6-C6H3(CH2NMe2)(2)]Ph2SnCl (5), This 5a was characterized by NMR spectroscopy and its structure was estimated by X-ray diffraction techniques. (C) 2001 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0020-1693(01)00596-5

文献信息

• Reactivity of intramolecularly coordinated aluminum compounds to R3EOH (E = Sn, Si). Remarkable migration of N,C,N and O,C,O pincer ligands
  作者：Libor Dostál、Roman Jambor、Aleš Růžička、Robert Jirásko、Ivana Císařová、Jaroslav Holeček

  DOI：10.1016/j.jorganchem.2005.08.043

  日期：2006.1

  The reaction of organoaluminum compounds containing O,C,O or N,C,N chelating (so called pincer) ligands [2,6-(YCH2)(2)C6H3]-(AlBu2)-Bu-i (Y = MeO 1, (BuO)-Bu-t 2, Me2N 3) with R3SnOH (R = Ph or Me) gives tetraorganotin complexes [2,6-(YCH2)(2)C6H3]SnR3 (Y = MeO, R = Ph 4, Y = MeO, R = Me 5; Y = (BuO)-Bu-t, R = Ph 6, Y = (BuO)-Bu-t, R = Me 7; Y = Me2N, R = Ph 8, Y = Me2N, R = Me 9) as the result of migration of O,C,O or N,C,N pincer ligands from aluminum to tin atom. Reaction of 1 and 2 with ((Bu3Sn)-Bu-n)(2)O proceeded in similar fashion resulting in 10 and 11 ([2,6-(YCH2)(2)C6H3](SnBu3)-Bu-n, Y = MeO 10; Y = (BuO)-Bu-t 11) in mixture with (Bu3SnBu)-Bu-n-Bu-i. The reaction I and 3 with 2 equiv. of Ph3SiOH followed another reaction path and ([2,6-(YCH2)(2)C6H3]Al(OSiPh3)(2), Y = MeO 12, Me2N 13) were observed as the products of alkane elimination. The organotin derivatives 4-11 were characterized by the help of elemental analysis, ESI-MS technique, H-1, C-13, Sn-119 NMR spectroscopy and in the case 6 and 8 by single crystal X-ray diffraction (XRD). Compounds 12 and 13 were identified using elemental analysis, H-1, C-13, Si-29 NMR and IR spectroscopy. (c) 2005 Elsevier B.V. All rights reserved.
• Structure and Solution Study of Molecular Triorganotin Compounds Containing an N,C,N Ligand
  作者：Blanka Kašná、Roman Jambor、Libor Dostál、Lenka Kolářová、Ivana Císařová、Jaroslav Holeček

  DOI：10.1021/om050549c

  日期：2006.1.1

  The triorganotin compounds R-2(NCN)SnX (NCN = C6H3(Me2NCH2)(2-)2,6(-)) containing different polar groups X or substituents R were prepared. The set of organotin compounds Ph-2(NCN)SnX (X = 1 (2), CF3CO2 (3), CH3CO2 (4), Et2NCS2 (5)) was prepared to study the influence of the polar group X on the character of the Sn-X bond. The effect of substituents R on the character of the Sn-X bond was studied in two additional sets of organotin compounds, R-2(NCN)SnCl (R = Ph (6), Bu (7), Me (8)) and R-2(NCN)SnO2CCH3 (R = Ph (4), Bu (9), Me (10)). The influence of different solvents and temperatures on the presence or absence of covalent Sn-X bonds was studied as well. H-1 and Sn-119 NMR spectroscopy showed the occurrence of dissociation of the Sn-O2CCH3 covalent bond in CD2Cl2 solutions of 4, 9, and 10 at various temperatures (range 300-200 K). The crystal structures of 8 and 10 were studied by X-ray crystallography.
• Solution and cross-polarization/magic angle spinning NMR investigation of intramolecular coordination SnN in some organotin(IV) C,N-chelates
  作者：Aleš Růžička、Roman Jambor、Jiřı́ Brus、Ivana Cı́sařová、Jaroslav Holeček

  DOI：10.1016/s0020-1693(01)00596-5

  日期：2001.10

  An intramolecular donor/acceptor Sn-N bonding connection in a set of triphenyl- and diphenyl-(halogeno)tin(IV) C,N-chelates. Ph2XSnL, where Ph = C6H5, X = Ph, Cl or Br and L' = 2-(dimethylaminomethyl)phenyl-, C6H,(CH,NMe,)-2. and L' = 2,6-bis[(dimethylaminomethyl)phenyll-, C H ',(CH,NMe1)2-2,6, respectively, was studied by "'Sn, 'N, "C and 'H NMR spectroscopy in solution of non-coordinating solvent (CDCI,) and by "'Sn cross-polarization ' imagic angle spinning NMR techniques in the solid-state. The existence of Sn-N coordination bonds was confirmed in studied compounds and their strengths were evaluated through the values of NMR spectra parameters of nuclei directly involved in Sn-N connection, namely by characteristic changes of chemical shifts 6('"'Sn) and 5(`N) and values of J('"Sn. '3Q and J("'Sn, 'N) coupling constants. The set was extended by compound [2,6-C1H3(CH,NMe,),jPhSnCl, (5a), that is the decomposition product of compound [2,6-C,H3(CH,NMe,),]Ph,SnCl (5), This 5a was characterized by NMR spectroscopy and its structure was estimated by X-ray diffraction techniques. O 2001 Elsevier Science B.V. All rights reserved.An intramolecular donor/acceptor Sn-N bonding connection in a set of triphenyl- and diphenyl-(halogeno)tin(IV) C,N-chelates. Ph2XSnL, where Ph = C6H5, X = Ph, Cl or Br and L-1 = 2-(dimethylaminomethyl)phenyl-, C6H4(CH2NMe2)-2, and L-2 = 2,6-bis[(dimethylaminomethyl)phenyl]-, C6H3(CH2NMe2)(2)-2,6, respectively, was studied by Sn-119, N-15, C-13 and H-1 NMR spectroscopy in solution of non-coordinating solvent (CDCl3,) and by Sn-119 cross-polarization/magic angle spinning NMR techniques in the solid-state. The existence of Sn-N coordination bonds was confirmed in studied compounds and their strengths were evaluated through the values of NMR spectra parameters of nuclei directly involved in Sn-N connection, namely by characteristic changes of chemical shifts delta(Sn-119) and delta(N-15) and values of J(Sn-119, C-13 and J(Sn-119, C-13) coupling constants. The set was extended by compound [2,6-C6H3(CH2NMe2)(2)]PhSnCl2 (5a), that is the decomposition product of compound [2,6-C6H3(CH2NMe2)(2)]Ph2SnCl (5), This 5a was characterized by NMR spectroscopy and its structure was estimated by X-ray diffraction techniques. (C) 2001 Elsevier Science B.V. All rights reserved.