2,4,6-tri-tert-butylbenzoyl chloride | 20208-55-3

• 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: 2,4,6-tri-tert-butylbenzoyl chloride
• 英文别名: 2,4,6-tri-t-butylbenzoyl chloride；2,4,6-tritert-butylbenzoyl chloride
• CAS: 20208-55-3
• 化学式: C₁₉H₂₉ClO
• 分子量: 308.892
• InChiKey: LILHQIIHOWEMEY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,4,6-tri-tert-butylbenzoyl chloride 在 六正丁基二锡 作用下， 以 various solvent(s) 为溶剂， 生成
  参考文献：
  名称：

  酰基自由基：σ自由基族中电子自旋共振谱，结构和稳定性之间的关系

  摘要：

  在流体溶液中已经产生了一系列饱和和不饱和的酰基R 1 O，主要是通过在相应的醛存在下对二叔丁基过氧化物进行光解。大部分的酰基的显示良好分辨的超精细分裂，和的值一（H β）关联与NMR耦合常数3 Ĵ（C ħ Ç ħ O）在父醛。结论是，酰基和相应的醛具有相似的结构。

  DOI：

  10.1039/p29800000819
• 作为产物：
  描述：

  1-溴-2,4,6-三叔丁基苯 在 吡啶 、 正丁基锂 、 氯化亚砜 作用下， 以 乙醚 、 正己烷 为溶剂， 生成 2,4,6-tri-tert-butylbenzoyl chloride
  参考文献：
  名称：

  Highly syn selective addition of aqueous HBr to hydrophobically shielded arylalkynes

  摘要：

  Hydrophobically shielded alkynes HC C-aryl, carrying 2,6-di- and 2,4,6-tri-tert-butylphenyl as the aryl group, can add aqueous HBr on heating in moist chloroform solutions to produce pure H2C=C(-Br)-aryl (isolated yields 96%, no hydrolysis). Employment of DC C-aryl furnished initially only the E stereoisomer of DHC=C(-Br)-aryl (stereospecific syn addition), which was slowly both dedeuteriated and partially transformed to the Z stereoisomer by HBr. The strongly retarded HBr addition to H3C-C C-aryl in moist chloroform produced again more E than Z product, whereas a thermodynamic E/Z ratio of 10:87 was found in moist acetic acid. Substitution of Br by LiSnMe3 produced H2C=C(-SnMe3)-aryl with well resolved long range Sn-119 NMR coupling constants. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.05.002

文献信息

• Photochemical C(<i>sp</i>)–C(<i>sp</i>²) Bond Activation in Phosphaalkynes: A New Route to Reactive Terminal Cyaphido Complexes L_<i>n</i>M–C≡P
  作者：Tim Görlich、Daniel S. Frost、Nico Boback、Nathan T. Coles、Birger Dittrich、Peter Müller、William D. Jones、Christian Müller

  DOI：10.1021/jacs.1c07370

  日期：2021.11.24

  The photochemical activation of the C(sp)–C(sp2) bond in Pt(0)-η2-aryl-phosphaalkyne complexes leads selectively to coordination compounds of the type LnPt(aryl)(C≡P). The oxidative addition reaction is a novel, clean, and atom-economic route for the synthesis of reactive terminal Pt(II)-cyaphido complexes, which can undergo [3 + 2] cycloaddition reactions with organic azides, yielding the corresponding

  Pt(0)-η 2 -芳基-磷炔配合物中C( sp )-C( sp 2 ) 键的光化学活化选择性地产生L n Pt(芳基)(C≡P) 类型的配位化合物。氧化加成反应是合成反应性末端 Pt(II)-cyaphido 配合物的一种新颖、清洁和原子经济的途径，它可以与有机叠氮化物进行 [3 + 2] 环加成反应，产生相应的 Pt(II) -三氮杂磷酸盐络合物。C-C 键断裂反应是热力学上坡的。加热后，观察到 Pt(0)-磷炔-π-配合物的反向和定量还原消除。
• Reaction of the phospha-alkyne ArCP (Ar = 2,4,6-Bu^t₃C₆H₂) with nucleophiles: a new approach to 1,3-diphosphabutadiene synthesis
  作者：Atta M. Arif、Andrew R. Barron、Alan H. Cowley、Stephen W. Hall

  DOI：10.1039/c39880000171

  日期：——

  The reactions of ArCP (Ar = 2,4,6-But3C6H2) with the nucleophiles MeLi and Li[BHEt3] are described; the X-ray crystal structure of ArCP is also reported.

  文中描述了 ArCP（Ar = 2,4,6-But3C6H2）与亲核物 MeLi 和 Li[BHEt3] 的反应，并报告了 ArCP 的 X 射线晶体结构。
• Dual Supermesityl Stabilization: A Room‐Temperature‐Stable 1,2,4‐Triphosphole Radical, Sigmatropic Hydrogen Rearrangements, and Tetraphospholide Anion
  作者：Alex S. Ionkin、William J. Marshall、Brian M. Fish、Alexander A. Marchione、Laurie A. Howe、Fredric Davidson、Charles N. McEwen

  DOI：10.1002/ejic.200800265

  日期：2008.5

  Cesium 3,5-bis(2,4,6-tri-tert-butylphenyl)-1,2,4-triphospholide (12) and cesium 5-(2,4,6-tri-tert-butylphenyl)tetraphospholide (13) were synthesized and isolated with flat five-membered rings, which are an indication of the aromaticity in these anions. Compound 13 is the first example of a stable tetraphospholide anion, which is structurally characterized. Kinetic stabilization of the 1,2,4-triphospholide

  铯 3,5-双(2,4,6-三叔丁基苯基)-1,2,4-三磷酯 (12) 和 5-(2,4,6-三-叔丁基苯基)四磷酯 (13) ) 合成并分离出具有扁平五元环的化合物，这表明这些阴离子具有芳香性。化合物 13 是稳定的四磷酸阴离子的第一个例子，其结构特征。1,2,4-triphospholide 系统由两个超异位基团的动力学稳定导致检测到室温稳定的自由基 17 并在第一个稳定的 1H-1,2 中观察到一系列连续的 σ 氢位移，具有 P-H 键的 4-三磷酸 14。（© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008）
• Unusual Dinuclear and Mononuclear Cyclometalated Iridium Complexes of 2,5-Diaryl-1,3,4-oxadiazole Derivatives
  作者：Yonghao Zheng、Andrei S. Batsanov、Martin R. Bryce

  DOI：10.1021/ic102153x

  日期：2011.4.18

  phenyl rings is reported. The reactions of these OXDs with IrCl3 under standard cyclometalating conditions did not give the usual μ-dichloro bridged diiridium OXD complexes. Instead, the novel diiridium complexes 12−14 and the monoiridium complex 15 were isolated and characterized by X-ray crystallography. It is proposed that the unusual structures arise because of the ortho-alkyl substituents leading to

  的新的2,5-二苯基-1,3,4-恶二唑（OXD）衍生物家族8 - 11轴承邻报道烷基取代基在苯环上的一个。在标准环金属化条件下，这些OXD与IrCl 3的反应未得到通常的μ-二氯桥联二铱OXD络合物。取而代之的是，新颖的二铱络合物12 - 14和复合物中的monoiridium 15被分离并通过X射线晶体学。有人提出，异常结构是由于邻位而产生的。-烷基取代基会导致部分OXD系统发生实质性扭曲，由于空间原因，这种扭曲会改变金属-配体配位反应的正常过程。的后续反应13和15，得到单核配合物16 - 18与ACAC和吡啶甲酸anciliary配体。报告了16和18的晶体结构。在室温下在绿色（16）和蓝绿色区域（17和18）中观察到光致发光。配合物16 - 18是在77K的低温磷光，具有三重态的4.2-5.7微秒寿命
• Low-co-ordination arsenic and antimony compounds: synthesis and characterisation of 2-arsa- and 2-stiba-1,3-dionatolithium(I) complexes, [Li{OC(R)EC(R)O}L](E = As or Sb; R = But, C6H2Pri 3-2,4,6 or C6H2But 3-2,4,6; L = Et2O or MeOCH2CH2OMe)
  作者：Julie Durkin、David E. Hibbs、Peter B. Hitchcock、Michael B. Hursthouse、Cameron Jones、Joanne Jones、K. M. Abdul Malik、John F. Nixon、Glenn Parry

  DOI：10.1039/dt9960003277

  日期：——

  Reactions of [LiE(SiMe3)2}(dme)](E = As or Sb, dme = MeOCH2CH2OMe), with a range of acid chlorides, RCOCl, afforded the novel 2-arsa-1,3-dionatolithium(I) complexes [[graphic omitted]}L](R = But, L =½ dme or Et2O; R = C6H2Pri3-2,4,6, L = Et2O; R = C6H2But3-2,4,6, L = dme), and the first example of a 2-stiba-1,3-dionatolithium(I) complex [[graphic omitted]}(dme)0.5]2}∞]. X-Ray crystal structural analyses for the complexes with R = But, L =½ dme or Et2O and the antimony compound show them to be dimeric in the solid state with respect to the metal and anionic ligands, the dimeric units being linked in an infinite polymeric chain by bridging dme molecules or solvated with Et2O. A dimeric structure can also be inferred when R = C6H2Pri3-2,4,6, L = Et2O. In solution these four compounds display fluxional behaviour. Treatment with HCl of the monomeric compound having R = C6H2But3-2,4,6, L = dme yields the known diacylarsane [AsC(C6H2But3-2,4,6)O}C(C6H2But3-2,4,6)OH}] the crystal structure of which reveals the enol form with the alcoholic proton intramolecularly hydrogen bonded to the opposing oxygen centre of the ligand.

  [LiE(SiMe3)2}(dme)](E = As或Sb，dme = MeOCH2CH2OMe)与一系列酰氯RCOCl的反应产生了新型2-arsa-1,3-dionatolithium(I)配合物[[图形省略]}L](R = But，L =½ dme或Et2O；R = C6H2Pri3-2,4,6，L = Et2O；R = C6H2But3-2,4,6，L = dme)，以及第一个2-stiba-1,3-dionatolithium(I)配合物[[图形省略]}(dme)0.5]2}∞]。对R = But、L =½ dme或Et2O的配合物以及锑化合物的X射线晶体结构分析表明，它们在固态下与金属和阴离子配体形成二聚体，二聚体单元通过桥连的dme分子连接成无限聚合物链，或与Et2O溶剂化。当R = C6H2Pri3-2,4,6，L = Et2O时，也可以推断出二聚体结构。在溶液中，这四种化合物表现出流动性。用HCl处理具有R = C6H2But3-2,4,6，L = dme