[(2-iodophenyl)methylene]dibenzene | 61593-11-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: [(2-iodophenyl)methylene]dibenzene
• 英文别名: 1,1'-[(2-Iodophenyl)methylene]dibenzene；1-benzhydryl-2-iodobenzene
• CAS: 61593-11-1
• 化学式: C₁₉H₁₅I
• 分子量: 370.233
• InChiKey: SOSKBKJKHLPXBQ-UHFFFAOYSA-N

物化性质

• 沸点：
  414.6±24.0 °C(Predicted)
• 密度：
  1.453±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  [(2-iodophenyl)methylene]dibenzene 在 四丁基溴化铵 、 叔丁基锂 、 间氯过氧苯甲酸 、 copper(I) bromide 作用下， 以 乙醚 、 二氯甲烷 、 乙腈 为溶剂， 反应 126.73h， 生成 tris(2-(diisopropylphosphino)phenyl)methane
  参考文献：
  名称：

  Catalytic Reduction of N₂ to NH₃ by an Fe–N₂ Complex Featuring a C-Atom Anchor

  摘要：

  While recent spectroscopic studies have established the presence of an interstitial carbon atom at the center of the iron-molybdenum cofactor (FeMoco) of MoFe-nitrogenase, its role is unknown. We have pursued Fe-N-2 model chemistry to explore a hypothesis whereby this C-atom (previously denoted as a light X-atom) may provide a flexible trans interaction with an Fe center to expose an Fe-N-2 binding site. In this context, we now report on Fe complexes of a new tris(phosphino)alkyl (CP3iPr3) ligand featuring an axial carbon donor. It is established that the iron center in this scaffold binds dinitrogen trans to the C-alkyl-atom anchor in three distinct and structurally characterized oxidation states. Fe-C-alkyl lengthening is observed upon reduction, reflective of significant ionic character in the Fe-C-alkyl interaction. The anionic (CP3iPr3)FeN2- species can be functionalized by a silyl electrophile to generate (CP3iPr3)Fe-N2SiR3. (CP3iPr3)FeN2- also functions as a modest catalyst for the reduction of N-2 to NH3 when supplied with electrons and protons at -78 degrees C under 1 atm N-2 (4.6 equiv NH3/Fe).

  DOI：

  10.1021/ja4114962
• 作为产物：
  描述：

  1,2-二碘苯 在 碘 、 异丙基氯化镁 、 次磷酸 、 溶剂黄146 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 0.5h， 生成 [(2-iodophenyl)methylene]dibenzene
  参考文献：
  名称：

  Nitrogen–Iodine Exchange of Diaryliodonium Salts: Access to Acridine and Carbazole

  摘要：

  A nitrogen iodine exchange protocol of diaryliodonium salts with sodium azide salt is developed for general construction of significant functional acridines and carbazoles, in which introduction of nitrogen at a late stage was successfully established avoiding heteroatom incompatibility. Inorganic sodium azide served as the sole nitrogen atom source in this transformation. The diversiform functional acridines and carbazoles were comprehensively achieved through annulated diaryliodonium salts, respectively. Notably, Acridine orange (a fluorescent indicator for cell lysosomal dye) and Carprofen (a non steroidal anti-inflammatory drug) were efficiently established through this protocol.

  DOI：

  10.1021/acs.orglett.7b03564

文献信息

• Synthesis and application of precursors of hetero-anthracenes
  作者：F. Bickelhaupt、C. Jongsma、P. de Koe、R. Lourens、N.R. Mast、G.L. van Mourik、H. Vermeer、R.J.M. Weustink

  DOI：10.1016/0040-4020(76)85198-8

  日期：1976.1

  In the diphenylmethane series, the synthesis of 2,2′ - diiododiphenylmethane (4g) and the improved synthesis of 2,2′ - dibromodiphenylmethane (4e) are reported. The triphenylmethane derivatives, 2-bromo-, 2-iodo-, 2,2′-dichloro-, 2,2′-dibromo- and 2,2′-diiodotriphenylmethane (4f, 4h, 4i, 4j and 4k, respectively) have been prepared. Via an entirely different approach, 1-(2-bromophenyl)- and 1 - (2 -

  在二苯甲烷系列中，报告了2,2'-二碘二苯甲烷（4g）的合成和改进的2,2'-二溴二苯甲烷（4e）的合成。三苯基甲烷衍生物2-溴-，2-碘-，2,2'-二氯-，2,2'-二溴和2,2'-二碘三苯甲烷（分别为4f，4h，4i，4j和4k）具有准备好了。通过完全不同的方法，获得了作为叔丁基二苯基甲烷的衍生物的1-（2-溴苯基）-和1-（2-氯苯基）-1-苯基-2，2-二甲基丙烷（4m和4l）。给出了在9,10-二氢-9-杂蒽（1，2和3）的合成中新化合物的应用实例）形成相应的有机金属衍生物。
• Copper-Catalyzed One-Pot Synthesis of Dibenzofurans, Xanthenes, and Xanthones from Cyclic Diphenyl Iodoniums
  作者：Daqian Zhu、Min Li、Zhouming Wu、Yongliang Du、Bingling Luo、Peng Huang、Shijun Wen

  DOI：10.1002/ejoc.201900745

  日期：2019.7.31

  Oxygenation of cyclic diphenyl iodoniums (CDPIs) with varied medium‐ring sizes has been fully investigated. This practical copper‐catalyzed tandem reaction of CDPIs with water as the oxygen source enables the construction of derivatised dibenzofurans and xanthenes at moderate to good yields. Moreover, structurally important xanthones are also successfully accessed under the oxygenation conditions with

  已对中环大小各异的环状二苯基碘鎓（CDPI）的氧合进行了充分研究。这种以水为氧气源的实用的铜催化CDPI串联反应，能够以中等至良好的产率构建衍生化的二苯并呋喃和黄嘌呤。此外，具有重要TEMPO的氧合条件也可以成功地获得具有结构重要性的氧杂蒽。
• Gold(<scp>i</scp>)-catalysed high-yielding synthesis of indenes by direct C_sp3–H bond activation
  作者：Pradip D. Nahide、J. Oscar C. Jiménez-Halla、Katarzyna Wrobel、César R. Solorio-Alvarado、Rafael Ortiz Alvarado、Berenice Yahuaca-Juárez

  DOI：10.1039/c8ob02056f

  日期：——

  activation under gold(I) catalysis was developed. The scope of the protocol was determined by synthesizing some electron-neutral, electron-poor as well as electron-rich derivatives including the dibenzofurane and carbazole heterocycles. The mechanism of this reaction was elucidated by theoretical calculations using a ONIOM(M08-HX/mixed-basis:PM6) hybrid scheme. Thereby we found a pericyclic transformation

  开发了一种在金（I）催化下通过直接C sp 3 -H活化合成茚满的催化，实用且高产的方法。通过合成一些电子中性，贫电子以及富电子衍生物（包括二苯并呋喃和咔唑杂环）来确定方案的范围。通过使用ONIOM（M08-HX / mixed-basis：PM6）混合方案的理论计算阐明了该反应的机理。因此，我们发现了一个涉及[1,5] -H移位的周环转变，生成了金（I）-卡宾，并演化为茚衍生物。与一些报告相比，我们的协议提出了C sp 3 -H键的直接激活。
• COMPOUNDS AND METHODS FOR TREATING HIV INFECTIONS
  申请人：YALE UNIVERSITY

  公开号：US20150105351A1

  公开（公告）日：2015-04-16

  The present invention is directed to novel nanomolar and picomolar inhibitors of HIV reverse transcriptase, pharmaceutical compositions therefrom and methods for inhibiting reverse transcriptase and treating HIV infections, especially included drug resistant strains of HIV-1 and HIV-2 and/or secondary disease states and/or conditions which occur as a consequence of HIV infection.

  本发明涉及新型纳摩尔和皮摩尔HIV逆转录酶抑制剂，以及由此制备的药物组合物和用于抑制逆转录酶和治疗HIV感染的方法，特别包括对HIV-1和HIV-2的耐药菌株以及作为HIV感染后果发生的次生疾病状态和/或条件。
• Intramolecular Addition of Triarylmethanes to Alkynes Promoted by KO<i>t</i>Bu/DMF: A Synthetic Approach to Indene Derivatives
  作者：Yan-yan Chen、Zhen-yu Chen、Niu-niu Zhang、Jia-hua Chen、Xue-jing Zhang、Ming Yan

  DOI：10.1002/ejoc.201501356

  日期：2016.1

  been developed. The reaction was efficiently promoted by KOtBu/DMF without any transition-metal catalyst. A variety of indene derivatives were prepared in moderate to good yields. A cascade cyclization of 2-alkyl-substituted substrates at elevated reaction temperature gave bicyclic indene derivatives. The reaction is proposed to proceed through the generation of a triphenylmethyl radical.

  已经开发了一种将三芳基甲烷分子内加成到炔烃的方法。在没有任何过渡金属催化剂的情况下，KOtBu/DMF 有效地促进了反应。以中等至良好的产率制备了多种茚衍生物。在升高的反应温度下，2-烷基取代底物的级联环化得到双环茚衍生物。建议该反应通过生成三苯甲基自由基进行。