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包含二苯并[,]戊搭烯的共轭纳米环的合成与性质:[2]DBP[12]CPPs

Synthesis and Properties of Conjugated Nanohoops Incorporating Dibenzo[,]pentalenes: [2]DBP[12]CPPs.

作者信息

Wassy Daniel, Pfeifer Manuel, Esser Birgit

机构信息

Institute for Organic Chemistry , University of Freiburg , Albertstraße 21 , 79104 Freiburg , Germany.

Freiburg Materials Research Center , University of Freiburg , Stefan-Meier-Straße 21 , 79104 Freiburg , Germany.

出版信息

J Org Chem. 2020 Jan 3;85(1):34-43. doi: 10.1021/acs.joc.9b01195. Epub 2019 Jun 25.

Abstract

Conjugated nanohoops allow studying the effect of cyclic conjugation and bending on the incorporated π-systems. To date, no such system containing antiaromatic units has been reported. We herein present [12]cycloparaphenylenes incorporating two dibenzo[,]pentalene units: [2]DBP[12]CPP nanohoops. Dibenzo[,]pentalene is a nonalternant hydrocarbon with antiaromatic character. The syntheses and optoelectronic properties of two different [2]DBP[12]CPP nanohoops with electronically modifying substituents are reported, accompanied by TDDFT calculations.

摘要

共轭纳米环有助于研究环状共轭和弯曲对所含π体系的影响。迄今为止,尚未报道过包含反芳香单元的此类体系。我们在此展示了含有两个二苯并[,]戊搭烯单元的[12]环对亚苯基:[2]DBP[12]CPP纳米环。二苯并[,]戊搭烯是一种具有反芳香特性的非交替烃。报道了两种具有电子修饰取代基的不同[2]DBP[12]CPP纳米环的合成及光电性质,并进行了含时密度泛函理论(TDDFT)计算。

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