Synthesis of an Amino-Functionalized ansa-Zirconocene by Intramolecular Photochemical Enamine [2+2]Cycloaddition

Tumay Tuelay Ash; Kehr Gerald; Froehlich Roland; Erker Gerhard

首页> 外文期刊>Organometallics >Synthesis of an Amino-Functionalized ansa-Zirconocene by Intramolecular Photochemical Enamine [2+2]Cycloaddition

【24h】

Synthesis of an Amino-Functionalized ansa-Zirconocene by Intramolecular Photochemical Enamine [2+2]Cycloaddition

机译：分子内光化学烯胺[2 + 2]环加成反应合成氨基官能化的ansa-锆茂合金

获取原文

获取原文并翻译 | 示例

获取外文期刊封面封底 >>

开具论文收录证明 >>

文献代查 >>

页面导航

摘要
著录项
相似文献
相关主题

摘要

Deprotonation of 6-dimethylamino-6-methylpentafulvene (3a) with methyl lithium yielded the (1-dimethylaminoethenyl)Cp lithium reagent 4a. Its treatment with zirconium tetrachloride under carefully controlled reaction conditions gave the corresponding bis(enamino-Cp)ZrCl2 complex 5a.The product 5a is very sensitive to acid-catalyzed mannich condensation. Photolysis of 5a (HPK 125, pyrex filter) resulted in a rapid intramolecular [2+2] cycloaddition reaction to yield the cis-bis- (dimethylamino)cyclobutylene-bridged ansa-zirconocene complex 7a in a photostationary equilibrium (5a:7a approximate to 30:70). After acid-catalyzed Mannich conversion of the minor component (5a to 6a) the new photoproduct 7a was isolated pure by fractional crystallization. The complexes 5a and 7a were both characterized by X-ray diffraction.

机译：用甲基锂使6-二甲基氨基-6-甲基五烯富烯（3a）去质子化，得到（1-二甲基氨基乙烯基）Cp锂试剂4a。在小心控制的反应条件下用四氯化锆处理可得到相应的双（烯氨基-Cp）ZrCl2络合物5a。产物5a对酸催化的曼尼希缩合反应非常敏感。 5a（HPK 125，派热克斯滤光片）的光解导致分子内快速的[2 + 2]环加成反应，在光平稳平衡下产生顺式-双-（二甲氨基）环丁烯桥联的ansa-锆茂复合物7a（大约5a：7a 30:70）。在次要成分（5a到6a）的酸催化曼尼希转化之后，通过分步结晶纯净地分离出新的光产物7a。配合物5a和7a均通过X射线衍射表征。

著录项

来源
《Organometallics》 |2009年第15期|共6页
作者
Tumay Tuelay Ash; Kehr Gerald; Froehlich Roland; Erker Gerhard;
展开▼
作者单位

展开▼
收录信息
原文格式 PDF
正文语种 eng
中图分类
关键词
BENT METALLOCENE FRAMEWORKS; OLEFIN METATHESIS REACTION; 5 UND 7-RINGSYSTEME; 2+2 CYCLOADDITION; POLYMERIZATION CATALYSTS; COUPLING REACTIONS; CRYSTAL CHEMISTRY; CINNAMIC ACIDS; COMPLEXES; SYSTEMS;

机译：弯曲金属茂骨架;烯烃复分解反应;5 UND 7环系统;2 + 2循环负载;聚合催化剂;偶联反应;结晶化学;肉桂酸;络合物;体系;

相似文献

外文文献
中文文献
专利

1. Synthesis of an Amino-Functionalized ansa-Zirconocene by Intramolecular Photochemical Enamine [2+2]Cycloaddition [J] . Tumay Tuelay Ash, Kehr Gerald, Froehlich Roland, Organometallics . 2009,第15期

机译：分子内光化学烯胺[2 + 2]环加成反应合成氨基官能化的ansa-锆茂合金
2. Photochemical intramolecular [2+2] cycloaddition of bridged bis-azutenyl zirconocenes [J] . Iwama N, Kato T, Sugano T Organometallics . 2004,第24期

机译：光化学分子内[2 + 2]桥联双双氮杂茂锆茂的环加成反应。
3. THE REGIOCHEMISTRY OF INTRAMOLECULAR PHOTOCHEMICAL [2+2] CYCLOADDITION REACTIONS - BIRADICAL CONFORMATION CONTROL [J] . Audley M., Geraghty NWA. Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 1996,第10期

机译：分子内光化学[2 + 2]循环反应的自由基化学-自由基构象控制
4. Strong Organic Acceptors with Intramolecular Charge-Transfer Interactions by 2+2 Cycloadditions of Electron-Accepting Olefins to Donor-Substituted Alkynes [C] . Milan Kivala, Corinne Boudon, Jean-Paul Gisselbrecht European Symposium on Organic Chemistry . 2009

机译：通过2 + 2对体分子电荷转移相互作用的强有力的有机受体通过电子接受烯烃的环加成，以供体取代的炔烃
5. I. Photochemical catalytic [6pi + 2pi] higher-order cycloadditions. II. Toward the development of a chiral catalyst for chromium(0) higher-order cycloadditions. III. Synthetic studies toward a synthesis of taxol: Investigation of an intramolecular cycloaddition approach to the taxane core. [D] . Mann, Larry W. 2002

机译：I.光化学催化的[6pi + 2pi]高阶环加成。二。走向手性催化剂的铬（0）高阶环加成反应的发展。三，合成紫杉醇的合成研究：紫杉烷核心分子内环加成方法的研究。
6. Synthesis of ent-3-Ladderanol: Development and Application of Intramolecular Chirality Transfer 2+2 Cycloadditions of Allenic Ketones and Alkenes [O] . Nathan J. Line, Brittany P. Witherspoon, Erin N. Hancock, -1

机译：ent- 3 -Laderanol的合成：烯丙酮和烯烃的分子内手性转移2 + 2环加成反应的开发和应用
7. Photochemical Intramolecular 2+2 Cycloaddition of Bridged Bis-azulenyl Zirconocenes [O] . -1

机译：光化学分子内2 + 2桥接双氮苯锆锆锆锆

Synthesis of an Amino-Functionalized ansa-Zirconocene by Intramolecular Photochemical Enamine [2+2]Cycloaddition

摘要

著录项

相似文献

相关主题

期刊订阅