[n-Bu2Sn(4-OMe-O2CC9H5N-2)OSO2Me]2 | 640278-50-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: [n-Bu2Sn(4-OMe-O2CC9H5N-2)OSO2Me]2
• 英文别名: butane;methanesulfonate;4-methoxyquinoline-2-carboxylate;tin(4+)
• CAS: 640278-50-8
• 化学式: C₄₀H₅₈N₂O₁₂S₂Sn₂
• 分子量: 1060.46
• InChiKey: WECHWVPRKJHRTR-UHFFFAOYSA-J

计算性质

• 辛醇/水分配系数(LogP)：
  5.26
• 重原子数：
  58
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  256
• 氢给体数：
  0
• 氢受体数：
  18

反应信息

• 作为产物：
  描述：

  4-甲氧基-2-羧酸喹啉 、 di-n-butyl(methoxy)tin methanesulfonate 以 乙腈 为溶剂， 以75%的产率得到[n-Bu2Sn(4-OMe-O2CC9H5N-2)OSO2Me]2
  参考文献：
  名称：

  Synthesis, Characterization, and Hydrolytic Behavior of Mixed-Ligand Diorganotin Esters, [R₂Sn(O₂CR‘)OSO₂Me]₂ (R = n-Pr, n-Bu; R‘ = C₉H₆N-2, 4-OMe-C₉H₅N-2, C₉H₆N-1)

  摘要：

  Reactions of the tin precursors, R2Sn(OMe)OSO2Me (R = n-Pr, n-Bu), with an equimolar quantity of 2-quinoline/ 4-methoxy-2-quinoline/1-isoquinoline carboxylic acid in acetonitrile proceed under mild conditions (rt,12-15 h) via selective Sn-OMe bond cleavage to afford the corresponding mixed-ligand diorganotin derivatives [R2Sn(O2CR')-OSO2Me](2) [R' = C9H6N-2, R = n-Pr (1), n-Bu (2); R' = 4-OMe-C9H5N-2, R = n-Pr (3), n-Bu (4); R, = C9H6N-1, R = n-Pr (5), n-Bu (6)]. These have been characterized by FAB mass, IR, and multinuclear (H-1, C-11, Sn-119) NMR spectral data and X-ray crystallography (for 4 and 6). The molecular structure of 4 (C20H29NO6SSn, monoclinic, P2(1)/n, a = 14.1(13) Angstrom, b = 16.7(18) Angstrom, c = 20.3(19) Angstrom, = 107(4)degrees, Z = 8) comprises distorted octahedral geometry around each tin atom by virtue of weakly bridging methanesulfonate [Sn(1A)-O(3B) = 3.010, Sn(1B)-O(3A) = 2.984 Angstrom] and {N,O} chelation of the carboxylate ligands. The spectral data of 1-4 suggest a similar structural motif in solution. The molecular structure of 6 (C38H53N2O10S2Sn2, monoclinic, P-2/c, a = 11.339(2) Angstrom, b = 14.806(3) Angstrom, c = 24.929(5) Angstrom, beta = 100.537(3)degrees, Z = 4) reveals varying bonding preferences with monomeric units being held together by a bridging methanesulfonate [Sn(2)-O(5) = 2.312(2) Angstrom] and a carboxylate group bonded to Sn(1) and Sn(2) atoms, respectively. Slow hydrolysis of compound 2 derived from 2-quinoline carboxylic acid in moist CH3CN affords the asymmetric distannoxane, [BU2Sn(O2CC9H6N-2)-O-Sn(OSO2Me)Bu-2](2) (7) (C27H45NO6SSn2, monoclinic, C2/c, a = 21.152(3) Angstrom, b = 13.307(2) Angstrom, c = 26.060(4) Angstrom, = 110.02(10)degrees, Z = 8) featuring ladder type structural motif by virtue of unique mu(2)-coordination of covalently bonded oxygen atoms [0(6), O(6)#1] of the methanesulfonate groups.

  DOI：

  10.1021/ic035008z