(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)Au(tert-butylethynyl) | 1021686-76-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)Au(tert-butylethynyl)
• 英文别名: (1,3-bis(2,6-di-isopropylphenyl)imidazol-2-ylidene)gold(3,3-dimethyl-1-butynyl)；(3,3-dimethylbutynyl)(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)gold(I)；(tert-butylethynyl)-1,3-bis-(2,6-diisopropylphenyl)imidazol-2-ylidenegold(I)；IPrAu(tert-butylethynyl)；tert-butylethynyl[1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene]gold
• CAS: 1021686-76-9
• 化学式: C₃₃H₄₅AuN₂
• 分子量: 666.7
• InChiKey: JQTNQARSFZDGLJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.38
• 重原子数：
  36.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  9.86
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  DL-高半胱氨酸 、 (1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)Au(tert-butylethynyl) 以 氘代甲醇 为溶剂， 反应 24.0h， 生成
  参考文献：
  名称：

  抗癌金N-杂环碳化合物：体外和离体研究的比较。

  摘要：

  合成了一系列有机金属AuI N-杂环卡宾（NHC）配合物，并表征了其在四种人类癌细胞系中的抗癌活性。使用精密切割肾脏切片（PCKS）作为确定离体金复合物潜在选择性的工具，测定化合物在健康组织中的毒性。所有评估的化合物对纳摩尔或低微摩尔范围的癌细胞均具有细胞毒活性。带有炔基部分作为辅助配体的混合AuI NHC复合物（叔丁基乙炔基）-1,3-双-（2,6-二异丙基苯基）咪唑-2-亚基金（I）在癌细胞中显示出高细胞毒性。在体外，对健康的大鼠肾脏组织几乎没有毒性。获得的结果为癌症治疗用NHC-炔基金复合物的设计开辟了新的前景。

  DOI：

  10.1002/cmdc.201700316
• 作为产物：
  描述：

  3,3-二甲基-1-丁炔 、 1,3-双(2,6-二-异丙基苯基)咪唑-2-亚基金(I)氯化物 在 potassium tert-butylate 作用下， 以 甲醇 为溶剂， 以79%的产率得到(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)Au(tert-butylethynyl)
  参考文献：
  名称：

  探索杂配 N-杂环卡宾金 (I)-炔基配合物的反应性和生物学效应

  摘要：

  已通过不同方法合成并表征了两类杂配 N-杂环卡宾金 (I)-炔基配合物。它们与模型硫醇的反应性已通过 NMR 光谱和 DFT 计算进行了研究。此外，已经对化合物与 DNA 的反应性和抗增殖作用进行了初步研究。

  DOI：

  10.1002/ejic.201901043

文献信息

• Gold(i) triazolyls: organometallic synthesis in air and aqueous media
  作者：James E. Heckler、Nihal Deligonul、Arnold L. Rheingold、Thomas G. Gray

  DOI：10.1039/c3cc43016b

  日期：——

  (N-heterocyclic carbene)gold(I) alkynyls and organic azides have undergone cycloadditions in water–t-butanol mixtures with copper metal as the pre-catalyst to give new gold(I) triazolyls in high purity. Substrate tolerability was outlined for organoazides bearing a range of functional groups, and branching alpha to the azide moiety. All products are validated by combustion analysis or high-resolution mass spectrometry; two are also confirmed crystallographically.

  以金属铜为前催化剂，在水-丁醇混合物中对(N-杂环碳烯)金(I)炔和有机叠氮化物进行了环加成反应，得到了高纯度的新金(I)三唑。对带有一系列官能团和叠氮分子分支α的有机氮化物的底物耐受性进行了概述。所有产品均通过燃烧分析或高分辨率质谱法进行了验证；其中两种产品还通过晶体学进行了确认。
• A versatile gold synthon for acetylene C–H bond activation
  作者：George C. Fortman、Albert Poater、Jack W. Levell、Sylvain Gaillard、Alexandra M. Z. Slawin、Ifor D. W. Samuel、Luigi Cavallo、Steven P. Nolan

  DOI：10.1039/c0dt00276c

  日期：——

  The reaction of N,N′-bis(2,6-diisopropylphenyl)imidazol-2-ylidene gold hydroxide ([Au(OH)(IPr)]; 1) with acetylene and trimethylsilylacetylene derivatives cleanly leads to the formation of a gold–acetylide bond with the concomitant formation of water or trimethylsilanol. All compounds were isolated in high yield (>85%). The crystal structures of selected gold acetylides in conjunction with their UV-vis absorption/emission properties were investigated. Finally, DFT calculations were performed in an attempt to gain an insight into the mechanism of the general reaction.

  N,Nâ²-双（2,6-二异丙基苯基）咪唑-2-亚基氢氧化金（[Au(OH)(IPr)]；1）与乙炔和三甲基硅基乙炔衍生物反应后，会形成金乙酰键，同时生成水或三甲基硅醇。所有化合物的分离率都很高（大于 85%）。研究了所选乙酰化金的晶体结构及其紫外-可见吸收/发射特性。最后，还进行了 DFT 计算，试图深入了解一般反应的机理。
• GOLD COMPLEX, METHOD FOR PRODUCTION OF THE GOLD COMPLEX, AND ORGANIC ULTRAVIOLET ELECTROLUMINESCENT ELEMENT USING THE GOLD COMPLEX
  申请人：Ube Industries, Ltd.

  公开号：EP2088151A1

  公开（公告）日：2009-08-12

  The present invention is to provide a gold complex represented by the formula (1): wherein L represents a nitrogen-containing heterocyclic carbene ligand, and X represents an alkyl group, cycloalkyl group, alkoxycarbonyl group, aryloxycarbonyl group, alkylaminocarbonyl group, arylaminocarbonyl group, arylalkylaminocarbonyl group, alkylmercaptocarbonyl group, arylmercaptocarbonyl group, alkylsulfonyl group or arylsulfonyl group, provided that one or a plural number of hydrogen atoms on the carbon atom(s) of X may be substituted by a halogen atom, alkyl group, cycloalkyl group, aryl group, aralkyl group, alkoxy group, aryloxy group, alkylmercapto group, arylmercapto group or substituted amino group, a process for preparing the same, and an organic ultraviolet electroluminescent device using said gold complex.

  本发明旨在提供一种由式（1）表示的金络合物： 其中 L 代表含氮杂环碳烯配体，X 代表烷基、环烷基、烷氧基羰基、芳氧基羰基、烷基氨基羰基、芳基氨基羰基、芳基烷基氨基羰基、烷基巯基羰基、芳基巯基羰基、烷基磺酰基或芳基磺酰基、烷基磺酰基或芳基磺酰基，条件是 X 的碳原子上的一个或多个氢原子可被卤素原子、烷基、环烷基、芳基、芳烷基、烷氧基、芳氧基、烷基巯基、芳基巯基或取代的氨基取代、 制备上述金络合物的工艺，以及使用上述金络合物的有机紫外线电致发光装置。
• Relative Kinetic Basicities of Organogold Compounds
  作者：Katrina E. Roth、Suzanne A. Blum

  DOI：10.1021/om901101f

  日期：2010.4.12

  The relative kinetic basicities of a series of differentially substituted and hybridized neutral organogold compounds were examined through competitive protodeauration experiments and were found to span 2.2 orders of magnitude. The effect of electron-withdrawing and electron-donating substituents on the rate of protodeauration of alkenylgold and arylgold compounds was explored. An acid counterion effect indicated the presence of a gold-mediated substrate preequilibrium before protodemetalation, and hybridization effects and a Hammett correlation with rho(+) = -0.41 indicated the involvement of the C-C pi system in the protodeauration of vinylgold, alkynylgold, and arylgold complexes.
• GOLD COMPLEX AND PROCESS FOR PREPARING THE SAME, AND ORGANIC ULTRAVIOLET ELECTROLUMINESCENT DEVICE USING SAID GOLD COMPLEX
  申请人：Fujimura Osamu

  公开号：US20100237770A1

  公开（公告）日：2010-09-23

  The present invention is to provide a gold complex represented by the formula (1): wherein L represents a nitrogen-containing heterocyclic carbene ligand, and X represents an alkyl group, cycloalkyl group, alkoxycarbonyl group, aryloxycarbonyl group, alkylaminocarbonyl group, arylaminocarbonyl group, arylalkylaminocarbonyl group, alkylmercaptocarbonyl group, arylmercaptocarbonyl group, alkylsulfonyl group or arylsulfonyl group, provided that one or a plural number of hydrogen atoms on the carbon atom(s) of X may be substituted by a halogen atom, alkyl group, cycloalkyl group, aryl group, aralkyl group, alkoxy group, aryloxy group, alkylmercapto group, arylmercapto group or substituted amino group, a process for preparing the same, and an organic ultraviolet electroluminescent device using said gold complex.