Transannular Addition of Phenols to 1,1 '-Dialkynylferrocenes: Unanticipated Formation of Phenoxy[4]ferrocenophanedienes

Ma JX; Kuhn B; Hackl T; Butenschon H

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Transannular Addition of Phenols to 1,1 '-Dialkynylferrocenes: Unanticipated Formation of Phenoxy[4]ferrocenophanedienes

机译：跨环向1,1'-二炔基二茂铁中添加苯酚：苯氧基[4] ferrocenophanedienes的意外形成。

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The reaction of some 1,1'-dialkynylferrocenes with a variety of phenols in the presence as well as in the absence of [Mo(CO)(6)] yields good to high yields of phenoxy[4]ferrocenophanedienes. Similar reactivity was observed with a thiophenol and with acetic acid. Reaction under basic reaction conditions led to the formation of the [4]ferrocenophanone 17. The phenoxy[4]ferrocenophanedienes obtained show dynamic behavior as a result of a torsional twist of the carbon bridge as indicated by the H-1 and C-13 NMR spectra. The reaction mechanism is discussed in view Of recent related results of sato et al. as well as of Pudelski et al. A vinyl cation intermediate is postulated in this context, whose relative stability is evident from the mass spectra of the compounds prepared.

机译：在[Mo（CO）（6）]存在和不存在下，某些1,1'-二炔基二茂铁与多种酚的反应可产生高至高收率的苯氧基[4]二茂铁二烯二烯。用苯硫酚和乙酸观察到相似的反应性。在碱性反应条件下的反应导致形成[4] ferrocenophanedone17。由于H-1和C-13 NMR表示碳桥的扭转，所得苯氧基[4] ferrocenophanedienes显示出动态行为。光谱。鉴于sato等人最近的相关结果，对反应机理进行了讨论。以及Pudelski等人。在此假设乙烯基阳离子中间体，其相对稳定性从制备的化合物的质谱中可以看出。

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《Chemistry: A European journal》 |2010年第6期|共12页
作者
Ma JX; Kuhn B; Hackl T; Butenschon H;
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正文语种 eng
中图分类应用化学;
关键词
alkynes; metallocenes; phenols; regioselectivity; transannular addition;

机译：炔烃;茂金属;苯酚;区域选择性;跨环加成;

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1. Transannular Addition of Phenols to 1,1 '-Dialkynylferrocenes: Unanticipated Formation of Phenoxy[4]ferrocenophanedienes [J] . Ma JX, Kuhn B, Hackl T, Chemistry: A European journal . 2010,第6期

机译：跨环向1,1'-二炔基二茂铁中添加苯酚：苯氧基[4] ferrocenophanedienes的意外形成。
2. Reactions of Alkynyl- and 1,1 '-Dialkynylferrocenes with Tetracyanoethylene - Unanticipated Addition at the Less Electron-Rich of Two Triple Bonds [J] . Krausse Nico, Kielmann Marc, Ma Jingxiang, European journal of organic chemistry . 2015,第12期

机译：炔基-和1,1'-二炔基二茂铁与四聚氰基乙烯的反应-在两个三键的电子富集度较低的情况下意外加成
3. Reactions of Alkynyl- and 1,1 '-Dialkynylferrocenes with Tetracyanoethylene - Unanticipated Addition at the Less Electron-Rich of Two Triple Bonds (vol 2015, pg 2622, 2015) [J] . Krausse Nico, Kielmann Marc, Ma Jingxiang, European journal of organic chemistry . 2015,第22期

机译：炔基-和1,1'-二炔基二茂铁与四聚氰基乙烯的反应-较少电子富集的两个三键的未预期加成（2015年，第2622页，2015年）
4. Suppression of PCDD/Fs formations by addition of hydrocarbons during combustion of chlorinated phenols [C] . T.Kishi, S.Suzuki, T.Kawakami, . 2009

机译：通过在氯化苯酚燃烧过程中添加烃类来抑制PCDD / Fs的形成
5. Part 1. Synthesis and bioassay of SNF analogues Part 2. 1,2-addition of organometallic reagents to unprotected juglones and progress toward the synthesis of ravidomycins Part 3. Synthesis of cis-alkenes via a novel copper-mediated cross-coupling of 1,1-dibromoalkenes and halides. [D] . Wang, Pei. 2010

机译：第1部分。SNF类似物的合成和生物测定。第2部分。将有机金属试剂1,2-加成到未保护的聚醚类化合物中，并发展合成雷维霉素。第3部分。通过新型的铜介导的1的交叉偶联合成顺式烯烃。 1-二溴代烯烃和卤化物。
6. Transannular Anti-Michael Addition: Formation of 4H-Pyrazolo51-cthiazines [O] . Yat Fan Suen, Håkon Hope, Michael H. Nantz, -1

机译：跨环抗迈克尔加成：4H-吡唑并51-c噻嗪的形成
7. Nucleophilic alkenes. V. Formation of a naphthalenic system by addition of 1,1-Dimethoxyethene to 2-Acetyl-1,4-benzoquinone and subsequent transformation [O] . DW Cameron, GI Feutrill, MA Sefton 1978

机译：亲核烯烃。 V.通过加入1,1-二甲氧基乙烯至2-乙酰基-1,4-苯醌和随后的转化形成萘体系
8. Addition of Difluorocarbene to Poly(1,1-dimethyl-1-sila-cis-pent-3-ene) and Poly(1,1-dimethy-1-sila-cis-(and - trans)-pent-3-ene). Characterization of Microstructures by 1H, 13C, 19F, and 29Si NMR Spectroscopies. [R] . Zhou, Q., Weber, W. P. 1989

机译：向聚（1,1-二甲基-1-硅杂 - 顺 - 戊-3-烯）和聚（1,1-二甲基-1-硅 - 顺 - （和 - 反式） - 戊-3-烯）中加入二氟卡宾）。通过1H，13C，19F和29si NmR光谱表征微结构。

Transannular Addition of Phenols to 1,1 '-Dialkynylferrocenes: Unanticipated Formation of Phenoxy[4]ferrocenophanedienes

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