[(tert-butylamino)(diethylamino)methylidene]gold(I) chloride

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: [(tert-butylamino)(diethylamino)methylidene]gold(I) chloride
• 英文别名: (N'-(^tbutyl)-N,N-diethylcarbamimidoyl)gold(I) chloride；AuCl(C(NH(t)Bu)(NEt2))；[(tert-butylamino)(diethylamino)methylidene](chloro)gold
• 化学式: C₉H₂₀AuClN₂
• 分子量: 388.691
• InChiKey: POAPAFUMAPHCMU-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  15.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  [(tert-butylamino)(diethylamino)methylidene]gold(I) chloride 以 二氯甲烷 、 丙酮 为溶剂， 生成 [Au(C(NEt2)NH(t)Bu)(NMe3)]ClO4
  参考文献：
  名称：

  New Carbenegold(I) Complexes Synthesized by the “Acac Method”

  摘要：

  The reaction of [AuCl{C(NEt2)(NHBu)-Bu-t}] with Tl(acac)] (1:1) gives [Au(C-acac){C(NEt2)-(NHBu)-Bu-t}] (1). Complex 1 reacts with 2-pyridinethiol (HSpy-2), C6H4(Cequivalent toCH)(2)-1,3 (2:1), [Ph3PCH2CO2Me]ClO4, [Me3S(O)]ClO4, or [Me3NH]ClO4 to give, respectively, [Au(Spy-2)-{C(NEt2)(NHBu)-Bu-t}] (2), [{AuC(NEt2)(NHBu)-Bu-t}(2)(mu-Cequivalent toCC(6)H(4)Cequivalent toC-3)] (3), [Au{C(NEt2)(NHBu)-Bu-t}-{CH(PPh3)CO2Me}]ClO4 (4), [Au{C(NEt2)(NHBu)-Bu-t}{CH2S(O)Me-2}]ClO4 (5), or [Au{C(NEt2)(NHBu)-Bu-t}(NMe3)]ClO4 (6). The crystal structures of 1, 3, and 5 have been determined.

  DOI：

  10.1021/om030372r
• 作为产物：
  描述：

  异氰酸叔丁酯 以 二氯甲烷 为溶剂， 生成 [(tert-butylamino)(diethylamino)methylidene]gold(I) chloride
  参考文献：
  名称：

  合成多功能氮无环卡宾稳定金纳米颗粒

  摘要：

  N-杂环卡宾（NHC）作为金纳米颗粒稳定剂因其对金的强结合亲和力而受到广泛关注。然而，它们的可调谐性受到获得非对称 NHC 的困难的限制。在这方面， N-无环卡宾（NAC）因其高度的合成多功能性而成为有吸引力的替代品，可以根据特定应用轻松调整其空间和电子特性。这项工作报告了第一系列稳定且单分散的 NAC 功能化金纳米颗粒。使用 NMR、UV/Vis 和 TEM 对这些尺寸范围为 3.8 至 11.6 nm 的颗粒进行了表征。纳米粒子在升高的温度和干燥或分散在介质中以及外源硫醇存在的情况下长时间表现出良好的稳定性。重要的是，这些 NAC 稳定的金纳米颗粒为 NHC 稳定的金纳米颗粒提供了一种有前景且用途广泛的替代品。

  DOI：

  10.1002/chem.202003679
• 作为试剂：
  描述：

  4-戊基苯乙炔 、 1,4-difluoro-2,3,5,6-tetraiodobenzene 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 [(tert-butylamino)(diethylamino)methylidene]gold(I) chloride 、 二异丙胺 、 双三氟甲烷磺酰亚胺银盐 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 、
  参考文献：
  名称：

  金催化的基于苯/萘的双戊烯作为有机半导体的简便合成和晶体结构

  摘要：

  用容易获得的四（芳基乙炔基）苯和萘描述了金催化的U型和S型双戊烯的简便合成方法。还研究了光电和晶体管特性。U型和S型双戊烯异构体之间的选择性可以通过配体和底物的庞大性来调节。S形的萘基双戊烯呈固态的一维面对面堆积模式，并且具有良好的空穴迁移率，这表明S形的双戊烯核非常适合晶体管应用。金催化的四炔环化为有机半导体双戊烯的合成提供了有用的方法。

  DOI：

  10.1002/chem.201805637

文献信息

• Dual Gold Catalysis: σ,π-Propyne Acetylide and Hydroxyl-Bridged Digold Complexes as Easy-To-Prepare and Easy-To-Handle Precatalysts
  作者：A. Stephen K. Hashmi、Tobias Lauterbach、Pascal Nösel、Mie Højer Vilhelmsen、Matthias Rudolph、Frank Rominger

  DOI：10.1002/chem.201203010

  日期：2013.1.14

  series of dinuclear gold σ,π‐propyne acetylide complexes were prepared and tested for their catalytic ability in dual gold catalysis that was based on the reaction of an electrophilic π‐complex of gold with a gold acetylide. The air‐stable and storable catalysts can be isolated as silver‐free catalysts in their activated form. These dual catalysts allow a fast initiation phase for the dual catalytic cycles

  制备了一系列双核金σ，π-丙炔乙炔化物络合物，并基于金的亲电π-络合物与乙炔金的反应，测试了其在双重金催化中的催化能力。可以将空气稳定和可储存的催化剂分离为活化形式的无银催化剂。这些双重催化剂允许双重催化循环的快速引发阶段，而无需额外的用于形成乙炔化物的添加剂。由于丙炔可作为一次性配体使用，因此不会产生任何痕量的前催化剂。基于快速引发过程，这些催化剂的副产物减至最少，反应速率更高。使用一系列测试反应来证明这些催化剂的一般适用性。较低的催化剂负载量，更快的反应速率和更好的选择性，
• New Neutral and Anionic Alkynylgold(I) Complexes <i>via</i> New Synthetic Methods. Crystal and Molecular Structures of [(PPh₃)₂N][Au(C⋮CCH₂OH)₂], [Au(C⋮CSiMe₃)(CN^tBu)], and [Au(C⋮CR)PR‘₃] (R‘ = Cyclohexyl, R = CH₂Cl, CH₂Br; R‘ = Ph, R = SiMe₃, ^tBu)
  作者：José Vicente、María-Teresa Chicote、María-Dolores Abrisqueta、Peter G. Jones

  DOI：10.1021/om970725k

  日期：1997.12.1

  [(PPh3)(2)N][Au(acac)(2)] (acac = acetylacetonate) reacts with terminal alkynes RC=CH to give [(PPh3)(2)N][Au(C=CR)(2)] (R = H, Bu-t, SiMe3, CH2X (X = Cl, Pr, OH)) complexes. The reactions between [(PPh3)(2)N][Au(C=CH)(2)] and [(PPh3)(2)N][AuX2] (X = Cl, Pr, I) give [(PPh3)(2)N][Au(C=CH)X] complexes. Neutral mononuclear [Au(C=CR)(NHEt2)] (R = SiMe3, Bu-t), [Au(C=CR)(PR3')] (R = H, R' = Ph, C6H4OMe-4; R = CH2Cl, CH2Br, CH2OH, R' = Cy = cyclohexyl; R = SiMe3, R' = Ph, C6H4OMe-4, Cy; R = Bu-t, R' = Ph, Cy, C6H4OMe-4), [Au(C=CR)((CNBu)-Bu-t)] (R = SiMe3, Bu-t), and [Au(C=CR)C((NHBu)-Bu-t)(NEt2)}] (R = H, SiMe3, Bu-t) or dinuclear [(AuL)(2)mu-C=C(CH2)(5)C=C}] (L = PPh3, (CNBu)-Bu-t, C((NHBu)-Bu-t)(NEt2)) are obtained via a variety of synthetic methods: (i) reaction between [(PPh3)(2)N][Au(C=CH)(2)] and [Au(PR3)(2)]ClO4, (ii) reaction of terminal alkynes with [Au(acac)(L)], (iii) reaction of [AuClL] complexes with terminal alkynes in diethylamine, (iv) substitution reactions (e.g., [Au(C=CR)(NHEt2)] + PR3'), (v) reaction of diethylamine with alkynyl isocyanide derivatives to give alkynylcarbene complexes. The crystal structures of [(PPh3)(2)N][Au(C=CCH2OH)(2)], [Au(C=CSiMe3)((CNBu)-Bu-t)], and [Au(C=CR)(PR3')] (R' = Cy, R = CH2Cl, CH2Br; R' = Ph, R = SiMe3, Bu-t) were determined.
• Nitrogen Acyclic Gold(I) Carbenes: Excellent and Easily Accessible Catalysts in Reactions of 1,6-Enynes
  作者：Camino Bartolomé、Zoraida Ramiro、Domingo García-Cuadrado、Patricia Pérez-Galán、Mihai Raducan、Christophe Bour、Antonio M. Echavarren、Pablo Espinet

  DOI：10.1021/om901026m

  日期：2010.2.22

  Complexes [AuClC(NHR)(NHR')}] and [AuClC(NHR)(NEt2)}] (R =Bu-t, p-Tol, Xylyl, p-C6H4-COOH, p-C6H4COOEt, R' = Me, Bu-n, Pr-i, (n)heptyl, p-Tol) have been prepared by reaction of the corresponding isocyanogold complexes [AuCl(CNR)] with either primary amines or diethylamine. All the prepared carbenes are reactive and highly selective catalysts for skeletal rearrangement, methoxycyclization of 1,6-enynes, and other mechanistically related gold-catalyzed transformations. Overall, these easily accessible nitrogen acyclic carbene (NAC) gold complexes were not second to NHC complexes and were advantageous to obtain different products.
• Synthetically Versatile Nitrogen Acyclic Carbene Stabilized Gold Nanoparticles
  作者：Guilherme M. D. M. Rúbio、Bernhard K. Keppler、Jia Min Chin、Michael R. Reithofer

  DOI：10.1002/chem.202003679

  日期：2020.12.4

  N‐heterocyclic carbenes (NHCs) have received significant attention as gold nanoparticle stabilizers due to their strong binding affinity towards gold. However, their tunability is limited by the difficulty in obtaining nonsymmetric NHCs. In this regard, N‐acyclic carbenes (NACs) are attractive alternatives due to their high synthetic versatility, allowing easy tuning of their steric and electronic

  N-杂环卡宾（NHC）作为金纳米颗粒稳定剂因其对金的强结合亲和力而受到广泛关注。然而，它们的可调谐性受到获得非对称 NHC 的困难的限制。在这方面， N-无环卡宾（NAC）因其高度的合成多功能性而成为有吸引力的替代品，可以根据特定应用轻松调整其空间和电子特性。这项工作报告了第一系列稳定且单分散的 NAC 功能化金纳米颗粒。使用 NMR、UV/Vis 和 TEM 对这些尺寸范围为 3.8 至 11.6 nm 的颗粒进行了表征。纳米粒子在升高的温度和干燥或分散在介质中以及外源硫醇存在的情况下长时间表现出良好的稳定性。重要的是，这些 NAC 稳定的金纳米颗粒为 NHC 稳定的金纳米颗粒提供了一种有前景且用途广泛的替代品。
• New Carbenegold(I) Complexes Synthesized by the “Acac Method”
  作者：José Vicente、María-Teresa Chicote、María Dolores Abrisqueta、Miguel M. Alvarez-Falcón、M. Carmen Ramírez de Arellano、Peter G. Jones

  DOI：10.1021/om030372r

  日期：2003.10.1

  The reaction of [AuClC(NEt2)(NHBu)-Bu-t}] with Tl(acac)] (1:1) gives [Au(C-acac)C(NEt2)-(NHBu)-Bu-t}] (1). Complex 1 reacts with 2-pyridinethiol (HSpy-2), C6H4(Cequivalent toCH)(2)-1,3 (2:1), [Ph3PCH2CO2Me]ClO4, [Me3S(O)]ClO4, or [Me3NH]ClO4 to give, respectively, [Au(Spy-2)-C(NEt2)(NHBu)-Bu-t}] (2), [AuC(NEt2)(NHBu)-Bu-t}(2)(mu-Cequivalent toCC(6)H(4)Cequivalent toC-3)] (3), [AuC(NEt2)(NHBu)-Bu-t}-CH(PPh3)CO2Me}]ClO4 (4), [AuC(NEt2)(NHBu)-Bu-t}CH2S(O)Me-2}]ClO4 (5), or [AuC(NEt2)(NHBu)-Bu-t}(NMe3)]ClO4 (6). The crystal structures of 1, 3, and 5 have been determined.