Au(I)-n-butanethiolate | 78571-15-0

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: Au(I)-n-butanethiolate
• 英文别名: gold(I) butanethiolate
• CAS: 78571-15-0
• 化学式: C₄H₉AuS
• 分子量: 286.148
• InChiKey: PIRFWRZAWUARFA-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.33
• 重原子数：
  6.0
• 可旋转键数：
  2.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  chloroauric acid 、 丁硫醇 在 NaBH₄ 、 tetraoctylammonium bromide 作用下， 以 水 、 甲苯 为溶剂， 以60%的产率得到Au(I)-n-butanethiolate
  参考文献：
  名称：

  Properties of a Ubiquitous 29 kDa Au:SR Cluster Compound

  摘要：

  The broad, intense peak found near 29 kDa in the laser-desorption mass-spectral abundances of various aurothiol (Au:SR) cluster compounds has been used to optimize the preferential formation of the species in that mass range. Recrystallization gives enriched fractions, on the 10 mg scale, that in several cases appear free of species outside that mass range. Elemental analysis and X-ray photoelectron spectra (XPS) confirm the absence of elements other than Au, S, C, and H, while infrared and NMR (H-1,C-13) spectra are consistent with intact thio groups. The Au 4f(7/2) XPS peak is only slightly shifted (similar to0.2 eV) and broadened from that of bulk Au(0) metal, and intense optical absorption extends far into the infrared region (0.5 eV), consistent with a metallic Au core. Recrystallized samples of the R = C4, C6, and C12 materials readily form highly diffractive crystalline films, powders, and single crystals on the scale of 10 mum, consistent with perfect ordering in > 100 nm grains, and a negligible amorphous content. Uniformity is quantified through several independent measures: (1) the mass spectrometrically determined core mass of 29.2 +/- 2 kDa is invariant to that of the thiol used, indicating an equivalent Art core diameter of 1.68 +/- 0.05 nm, assuming bulk density. (2) The powder X-ray diffraction intensities are sensitively fit to a Au core of 1.64 +/- 0.03 nm equivalent diameter. (3) The powder patterns index unambiguously to bcc packing, with nearest-neighbor distances of 2.68 +/- 0.02 nm (R = C6) and 3.15 +/- 0.02 nm (R = C12). An fcc packing structure with 2.56 +/- 0.04 nm distance (11.9 nm(3) volume) is found for R = C4. A formulation consistent with this mass spectral, diffraction, and average compositional information is Au144-146(SR)(50-60), with the structure of the inorganic core being influenced by the type of adsorbate used to produce the entire inorganic/organic assembly.

  DOI：

  10.1021/jp011122w

文献信息

• Mössbauer and nuclear magnetic resonance spectroscopic studies on ‘Myocrisin’, ‘Solganol’, ‘Auranofin’, and related gold(<scp>I</scp>) thiolates
  作者：Ali K. H. Al-Sa'ady、Karen Moss、Charles A. McAuliffe、R. V. (‘Dick’) Parish

  DOI：10.1039/dt9840001609

  日期：——

  pentameric, polymeric rings. The 197Au Mössbauer spectra are consistent with linear co-ordination of the gold by two sulphur ligands and, in agreement with the n.m.r. data, show broadening indicative of the presence of non-equivalent gold atoms. The therapeutic compounds appear to be structurally similar to the other gold(I) thiolates.

  已经制备了许多硫醇金（I）[Au（SR）]，其中R基团是烷基，芳基，羧酸，氨基酸或杂环。大多数在所有常用的溶剂高度不溶，但[AU（SC 6 H ^ 4 R'- p）]（R'=乙基，丙基我，卜小号，或卜吨）在有机溶剂中溶解。可溶性化合物的1 H和13 C nmr光谱显示了几组信号，这些信号在高温下会聚结为一组信号，这与流动的，可能是五聚体的聚合物环的存在相一致。在197AuMössbauer光谱与两个硫配体对金的线性配位相一致，并且与nmr数据一致，显示出加宽的迹象表明存在不等价的金原子。治疗化合物似乎在结构上类似于其他硫醇金（I）。
• Spectral correlation in the adsorption of aliphatic mercaptans on silver and gold surfaces: Raman spectroscopic and computational study
  作者：Seung Il Cho、Eun Sun Park、Kwan Kim、Myung Soo Kim

  DOI：10.1016/s0022-2860(98)00895-3

  日期：1999.4

  Spectral shifts of the nu(CS) vibrations of several aliphatic mercaptans adsorbed on the Ag and Au electrode surfaces were measured with the surface-enhanced Raman scattering. influence of the chemisorption mechanism on the spectral shift was investigated through ab initio quantum mechanical calculation for CH3SH, CH3S-, CH3SNa, and CH3SMn (M = Ag, Au and n = 1-3). It was found that even though the 2e molecular orbital of methanethiolate makes the major contribution to its chemisorption, the 3a(1) orbital is mainly responsible for the nu(CS) spectral shift. Adsorption of thiolates on the roughened Ag electrode surface seems to occur at the multiple sites such as the three-fold hollow sites while the number of the surface Au atoms interacting effectively with thiolates seems to be less than that of the Ag atoms. (C) 1999 Elsevier Science B.V. All rights reserved.
• Gold−Sulfur Bonding in 2D and 3D Self-Assembled Monolayers:  XPS Characterization
  作者：Marie-Caroline Bourg、Antonella Badia、R. Bruce Lennox

  DOI：10.1021/jp9935337

  日期：2000.7.1

  Although self-assembled monolayers (SAMs) of alkylthiols on planar gold (2D SAMs) and on gold nanoparticles (3D SAMs) have been intensely studied, the actual nature of the Au-S bonding remains poorly characterized. Comparison of the X-ray photoelectron spectroscopy (XPS) spectra of 2D and 3D SAMs and "reference" Au(I) complexes, sometimes referred to as Au(I) thiolate polymers, provides detailed insight into this problem. We report high-resolution XPS spectra and Au 4f(7/2) and S 2p(3/2) binding energies (BE) in 2D SAMs, 3D SAMs and the Au(I) thiolate complexes for two short-chain thiols (n-C4SH and n-C5SH). Sulfur 2p(3/2) BE shifts are used to compare the different states of bonding in the SAM systems and the Au(I) complexes and establish that the S atom in the SAM systems bears a charge of about 0.2e. The 2D and 3D SAMs exhibit similar XPS characteristics and are both distinguishable from the Au(I) complexes. The origins of the observed BE values are discussed in the context of the nature of the gold substrate and the oxidation state of the chemisorbed sulfur atom. Comparison of C-13 NMR chemical shift data and XPS BE data further clarifies the nature of the surface interactions as well as the use of the Au(I) complexes as reference materials.
• Chadha, Raj K.; Kumar, Rajesh; Tuck, Dennis G., Canadian Journal of Chemistry, 1987, vol. 65, p. 1336 - 1342
  作者：Chadha, Raj K.、Kumar, Rajesh、Tuck, Dennis G.

  DOI：——

  日期：——
• Properties of a Ubiquitous 29 kDa Au:SR Cluster Compound
  作者：T. Gregory Schaaff、Marat N. Shafigullin、Joseph T. Khoury、Igor Vezmar、Robert L. Whetten

  DOI：10.1021/jp011122w

  日期：2001.9.1

  The broad, intense peak found near 29 kDa in the laser-desorption mass-spectral abundances of various aurothiol (Au:SR) cluster compounds has been used to optimize the preferential formation of the species in that mass range. Recrystallization gives enriched fractions, on the 10 mg scale, that in several cases appear free of species outside that mass range. Elemental analysis and X-ray photoelectron spectra (XPS) confirm the absence of elements other than Au, S, C, and H, while infrared and NMR (H-1,C-13) spectra are consistent with intact thio groups. The Au 4f(7/2) XPS peak is only slightly shifted (similar to0.2 eV) and broadened from that of bulk Au(0) metal, and intense optical absorption extends far into the infrared region (0.5 eV), consistent with a metallic Au core. Recrystallized samples of the R = C4, C6, and C12 materials readily form highly diffractive crystalline films, powders, and single crystals on the scale of 10 mum, consistent with perfect ordering in > 100 nm grains, and a negligible amorphous content. Uniformity is quantified through several independent measures: (1) the mass spectrometrically determined core mass of 29.2 +/- 2 kDa is invariant to that of the thiol used, indicating an equivalent Art core diameter of 1.68 +/- 0.05 nm, assuming bulk density. (2) The powder X-ray diffraction intensities are sensitively fit to a Au core of 1.64 +/- 0.03 nm equivalent diameter. (3) The powder patterns index unambiguously to bcc packing, with nearest-neighbor distances of 2.68 +/- 0.02 nm (R = C6) and 3.15 +/- 0.02 nm (R = C12). An fcc packing structure with 2.56 +/- 0.04 nm distance (11.9 nm(3) volume) is found for R = C4. A formulation consistent with this mass spectral, diffraction, and average compositional information is Au144-146(SR)(50-60), with the structure of the inorganic core being influenced by the type of adsorbate used to produce the entire inorganic/organic assembly.