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通过点击环化-芳构化级联反应直接合成荧光 1,3a,6a-三氮杂戊并[cd]芘衍生物。

Direct synthesis of fluorescent 1,3a,6a-triazapentalene derivatives via click-cyclization-aromatization cascade reaction.

机构信息

Division of Chemistry, Graduate School of Science, Hokkaido University, Kita-ku, Sapporo 060-0810, Japan.

出版信息

J Am Chem Soc. 2011 Aug 3;133(30):11466-9. doi: 10.1021/ja203917r. Epub 2011 Jul 13.

Abstract

An efficient and versatile method was established for the preparation of 1,3a,6a-triazapentalenes. The 1,3a,6a-triazapentalene skeleton without an additional fused ring system was discovered to be a compact and highly fluorescent chromophore, which exhibited various interesting fluorescent properties such as a noteworthy correlation of luminescent wavelength with the Hammett σ(p) value and a strongly positive solvatofluorochromism.

摘要

建立了一种高效、通用的方法来制备 1,3a,6a-三氮杂戊并[cd]芘。发现不含附加稠合环系的 1,3a,6a-三氮杂戊并[cd]芘骨架是一种紧凑且高度荧光的生色团,具有各种有趣的荧光性质,例如发光波长与哈米特 σ(p)值的显著相关性和强烈的正溶剂化变色。

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