Synthesis and characterization of meso-substituted A2B corroles with extended π-electronic structure.

IF 1.7 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY
Monatshefte Fur Chemie Pub Date : 2018-01-01 Epub Date: 2017-11-29 DOI:10.1007/s00706-017-2114-6
Michael Haas, Sabrina Gonglach, Stefan Müllegger, Wolfgang Schöfberger
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引用次数: 7

Abstract

Abstract: We report the chemical synthesis and characterization of the stable 5,15-bis(pentafluorophenyl)-10-(trimethylsilylethynyl)corrole which serves as a precursor for the subsequent in situ sila-Sonogashira-cross-coupling reaction and metalation with copper(II) acetate. Under ambient conditions and a common catalyst system the reaction with 1-iodopyrene occurred within five hours. Due to the direct conjugation of the 18π-electronic system of the corrole macrocycle over the alkynyl group to the pyrene moiety the optical transitions in the Soret (B-) band Q-band region are significantly altered. The copper corrole exhibited complex hyperfine and superhyperfine structure in the EPR spectrum. The assignment of the EPR spectrum reveals the existence of an axial [CuII-cor∙+] species.

Graphical abstract:

Abstract Image

Abstract Image

Abstract Image

具有扩展π电子结构的介取代A2B分子的合成与表征。
摘要:本文报道了稳定的5,15-双(五氟苯基)-10-(三甲基硅乙基)氯的化学合成和表征,该氯为随后的原位硅- sonogashiro -交叉偶联反应和与乙酸铜(II)的金属化反应提供了前体。在正常条件下和普通催化剂体系下,与1-碘芘的反应在5小时内发生。由于烷基环上的18π电子系统与芘部分直接共轭,使得Soret (B-)带q带区的光学跃迁发生了明显的变化。EPR光谱显示出复杂的超细和超细结构。EPR谱的分配揭示了轴向[CuII-cor∙+]种的存在。图形化的简介:
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来源期刊
Monatshefte Fur Chemie
Monatshefte Fur Chemie 化学-化学综合
CiteScore
3.70
自引率
5.60%
发文量
116
审稿时长
3.3 months
期刊介绍: "Monatshefte für Chemie/Chemical Monthly" was originally conceived as an Austrian journal of chemistry. It has evolved into an international journal covering all branches of chemistry. Featuring the most recent advances in research in analytical chemistry, biochemistry, inorganic, medicinal, organic, physical, structural, and theoretical chemistry, Chemical Monthly publishes refereed original papers and a section entitled "Short Communications". Reviews, symposia in print, and issues devoted to special fields will also be considered.
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