How Trimethyl(trifluoromethyl)silane Reacts with Itself in the Presence of Naked Fluoride-A One-Pot Synthesis of Bis([15]crown-5)cesium 1,1,1,3,5,5,5-Heptatluoro-2,4-bis(trifluoromethyl)pentenide

Wieland Tyrra; Mikhail M.Kremlev; Dieter Naumann; Harald Scherer; Harald Schmidt; Berthold Hoge; Ingo Pantenburg; Yurii L.Yagupolskii

首页> 外文期刊>Chemistry: A European journal >How Trimethyl(trifluoromethyl)silane Reacts with Itself in the Presence of Naked Fluoride-A One-Pot Synthesis of Bis([15]crown-5)cesium 1,1,1,3,5,5,5-Heptatluoro-2,4-bis(trifluoromethyl)pentenide

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How Trimethyl(trifluoromethyl)silane Reacts with Itself in the Presence of Naked Fluoride-A One-Pot Synthesis of Bis([15]crown-5)cesium 1,1,1,3,5,5,5-Heptatluoro-2,4-bis(trifluoromethyl)pentenide

机译：三甲基（三氟甲基）硅烷在裸露的氟化物存在下如何反应-一锅法合成双（[15] cro-5）铯1,1,1,3,5,5,5-Heptatluoro-2， 4-双（三氟甲基）戊烯

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Reactions of trimethyl(tri-fluoromethyl)silane in the presence of "naked" fluoride proceed up to a temperature of +5 deg C mainly with formation of [Me_3Si(CF_3)_2]~-.A further rise of temperature up to about 20 deg C gives evidence for the formation of a salt with the 1,1,1,2,3,6,6,6-octafluoro-2,4,4,5,5-pentakis(trifluoromethyl)hexan-3-ide anion.This intermediate decomposes at room temperature into the 1,1,1,3,5,5,5-heptafluoro-2,4-bis(tri-fluoromethyl)pentenide anion.The bis([15]crown-5)cesium salt,[Cs([15]-crown-5)_2][(CF_3)_2CCFC(CF_3)_2] has been characterized unambiguously as the stable final product of this reaction sequence.Thermal decomposition of this salt opens a convenient nontoxic route to obtain 1,1,3,3-tetrakis(trifluo-romethyl)allene,(F_3C)_2C=C=C(CF_3)_2.

机译：三甲基（三氟甲基）硅烷在“裸露”氟化物存在下的反应进行到+5℃，主要是形成[Me_3Si（CF_3）_2]〜-。温度进一步升高到约20 ℃提供了与1,1,1,2,3,6,6,6-八氟-2,4,4,5,5-五（三氟甲基）己-3-阴离子阴离子形成盐的证据该中间体在室温下分解为1,1,1,3,5,5,5-七氟-2,4-双（三氟甲基）戊烯阴离子。双（[15] cro-5）铯盐，[Cs（[15] -crown-5）_2] [（CF_3）_2CCFC（CF_3）_2]的明确特征是该反应序列的稳定终产物。该盐的热分解为获得该盐提供了方便的无毒途径1,1,3,3-四（三氟甲基）丙二烯，（F_3C）_2C = C = C（CF_3）_2。

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《Chemistry: A European journal》 |2005年第22期|共5页
作者
Wieland Tyrra; Mikhail M.Kremlev; Dieter Naumann; Harald Scherer; Harald Schmidt; Berthold Hoge; Ingo Pantenburg; Yurii L.Yagupolskii;
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正文语种 eng
中图分类化学;
关键词
allenes; allylic compounds; C-C coupling; fluoride; silicates;

机译：丙二烯;烯丙基化合物;C-C偶联;氟化物;硅酸盐;

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1. How Trimethyl(trifluoromethyl)silane Reacts with Itself in the Presence of Naked Fluoride-A One-Pot Synthesis of Bis([15]crown-5)cesium 1,1,1,3,5,5,5-Heptatluoro-2,4-bis(trifluoromethyl)pentenide [J] . Wieland Tyrra, Mikhail M.Kremlev, Dieter Naumann, Chemistry: A European journal . 2005,第22期

机译：三甲基（三氟甲基）硅烷在裸露的氟化物存在下如何反应-一锅法合成双（[15] cro-5）铯1,1,1,3,5,5,5-Heptatluoro-2， 4-双（三氟甲基）戊烯
2. Synthesis and steric structure of 3',3',5'-trimethyl-7',7'-bis(trifluoromethyl)spiro[1,3,2-benzodioxaphosphole-2,1'-[2,6,8]trioxa[1 lambda(5)]phosphabicyclo[3.2.1]octane] and 3',5'-dimethyl-7',7'-bis(trifluoromethyl)spiro[1,3,2-benzodioxaphosphole-2,1'-[2,6,8]trioxa[1 lambda(5)]phosphabicyclo[3.2.1]oct[3]ene] [J] . Mironov V. F., Baronova T. A., Mironova E. V., Russian Journal of Organic Chemistry . 2015,第3期

机译：3'，3'，5'-三甲基-7'，7'-双（三氟甲基）螺[1,3,2-苯并二恶唑磷-2,1'-[2,6,8]三氧杂[ 1 lambda（5）]磷双环[3.2.1]辛烷]和3'，5'-二甲基-7'，7'-双（三氟甲基）螺[1,3,2-苯并二恶唑磷-2,1'-[2 ，6,8]三氧杂[1 lambda（5）]磷双环[3.2.1]辛[3]烯]
3. A concise synthesis of (alkynyl)(trifluoromethyl)-sulfanes via a bismuth(Ⅲ)-promoted reaction of trimethyl(alkynyl)silane with trifluoromethane-sulfanylamide [J] . Jie Sheng, Jie Wu Organic & biomolecular chemistry . 2014,第38期

机译：三甲基（炔基）硅烷与三氟甲烷-硫代酰胺的铋（Ⅲ）促进反应的简明合成（炔基）（三氟甲基）-硫烷
4. Synthesis and investigation of 3,3'-bi-(5-trifluoromethyl-1,2,4-oxadiazole) and 5,5'-bi-(2- trifluoromethyl-1,3,4-oxadiazole) [C] . Marcos A. Kettner, Thomas M. Klapoetke, Tomasz G. Witkowski Seminar on New Trends in Research of Energetic Materials . 2016

机译：3,3'-双-（5-三氟甲基-1,2,4-恶二唑）和5,5'-双-（2-三氟甲基-1,3,4-恶二唑）的合成与研究
5. 1,3-Bis(Trifluoromethyl)Benzene: A Versatile Building Block for the Synthesis of New Boron-Containing Conjugated Systems =1,3-Bis(trifluoromethyl)benzol: Ein vielseitiger Baustein für die Synthese neuer borhaltiger konjugierter Systeme [D] . Rauch, Florian. 2020

机译：1,3-双（三氟甲基）苯：用于合成含有共轭系统的新硼的通用结构块= 1,3-双（三氟甲基）苯：用于合成新的含硼共轭系统的通用结构块
6. Acid catalyzed cyclodimerization of 22-bis(trifluoromethyl)-4-alkoxy-oxetanes and -thietanes. Synthesis of 2266-tetrakis(trifluoromethyl)-48-dialkoxy-15-dioxocanes and 3377-tetrakis(trifluoromethyl)-9-oxa-26-dithia-bicyclo3.3.1nonane [O] . Viacheslav A Petrov, Will Marshall 2010

机译：酸催化22-双（三氟甲基）-4-烷氧基-氧杂环丁烷和-硫杂环丁烷的环二聚。 2266-四（三氟甲基）-48-二烷氧基-15-二氧杂环丁烷和3377-四（三氟甲基）-9-oxa-26-dithia-的合成双环3.3.1壬烷
7. Acid catalyzed cyclodimerization of 2,2-bis(trifluoromethyl)-4-alkoxy-oxetanes and -thietanes. Synthesis of 2,2,6,6-tetrakis(trifluoromethyl)-4,8-dialkoxy-1,5-dioxocanes and 3,3,7,7-tetrakis(trifluoromethyl)-9-oxa-2,6-dithia-bicyclo[3.3.1]nonane [O] . Viacheslav A. Petrov, Will Marshall 2010

机译：酸催化2,2-双（三氟甲基）-4-烷氧基-氧杂环丁烷和-硫杂环丁烷的环二聚。 2,2,6,6-四（三氟甲基）-4,8-二烷氧基-1,5-二氧杂环丁烷和3,3,7,7-四（三氟甲基）-9-oxa-2,6-dithia-的合成双环[3.3.1]壬烷
8. Fluorination of Dimethylmercury, Tetramethylsilane and Tetramethylgermanium. Synthesis and Characterization of Polyfluorotetramethylsilanes, Polyfluorotetramethylgermanes, Bis(Trifluoromethyl)Mercury and Tetrakis(Trifluoromethyl)Germanium. [R] . Liu, E. K. S., Lagow, R. J. 1977

机译：二甲基汞，四甲基硅烷和四甲基锗的氟化。聚四氟甲基硅烷，聚四氟甲基锗，双（三氟甲基）汞和四（三氟甲基）锗的合成和表征。

How Trimethyl(trifluoromethyl)silane Reacts with Itself in the Presence of Naked Fluoride-A One-Pot Synthesis of Bis([15]crown-5)cesium 1,1,1,3,5,5,5-Heptatluoro-2,4-bis(trifluoromethyl)pentenide

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