Seeing Is Believing: A Wavy N-Heteroarene with 20 Six-Membered Rings Linearly Annulated in a Row

Zhongbo Zhang; Zilong Wang; Naoki Aratani; Xiaozhang Zhu; Qichun Zhang

doi:10.31635/ccschem.022.202202013

Seeing Is Believing: A Wavy N-Heteroarene with 20 Six-Membered Rings Linearly Annulated in a Row

Zhongbo Zhang, Zilong Wang, Naoki Aratani^*, Xiaozhang Zhu, Qichun Zhang^*

^*Corresponding author for this work

Research output: Journal Publications and Reviews › RGC 21 - Publication in refereed journal › peer-review

26 Citations (Scopus)

Abstract

Structurally well-defined arenes with higher numbers of linearly-fused six-member rings (n ≥ 10) are important and highly desirable not only because of their experimental challenges but also due to their fundamental interests and the curiosity of their structure-property relationships. In this research, we successfully synthesized a novel large N-heteroarene (N20) with 20 linearly-fused six-membered rings, which is the longest N-heteroarene (4.7 nm) confirmed by single-crystal X-ray diffraction (SCXRD) analysis so far. The as-prepared arene displays a wave-like framework rather than a rigid plane. Moreover, N20 shows high molar absorptivity of 364,000 M^-1cm^-1with its fluorescence extended to the near-infrared region.

Original language	English
Pages (from-to)	3491-3496
Journal	CCS Chemistry
Volume	4
Issue number	11
Online published	10 May 2022
DOIs	https://doi.org/10.31635/ccschem.022.202202013
Publication status	Published - Nov 2022

Research Keywords

linear annulation
N-heteroarenes
optical properties
single-crystal structure

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title = "Seeing Is Believing: A Wavy N-Heteroarene with 20 Six-Membered Rings Linearly Annulated in a Row",

abstract = "Structurally well-defined arenes with higher numbers of linearly-fused six-member rings (n ≥ 10) are important and highly desirable not only because of their experimental challenges but also due to their fundamental interests and the curiosity of their structure-property relationships. In this research, we successfully synthesized a novel large N-heteroarene (N20) with 20 linearly-fused six-membered rings, which is the longest N-heteroarene (4.7 nm) confirmed by single-crystal X-ray diffraction (SCXRD) analysis so far. The as-prepared arene displays a wave-like framework rather than a rigid plane. Moreover, N20 shows high molar absorptivity of 364,000 M-1 cm-1 with its fluorescence extended to the near-infrared region.",

keywords = "linear annulation, N-heteroarenes, optical properties, single-crystal structure",

author = "Zhongbo Zhang and Zilong Wang and Naoki Aratani and Xiaozhang Zhu and Qichun Zhang",

year = "2022",

month = nov,

doi = "10.31635/ccschem.022.202202013",

language = "English",

volume = "4",

pages = "3491--3496",

journal = "CCS Chemistry",

issn = "2096-5745",

publisher = "Chinese Chemical Society",

number = "11",

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TY - JOUR

T1 - Seeing Is Believing

T2 - A Wavy N-Heteroarene with 20 Six-Membered Rings Linearly Annulated in a Row

AU - Zhang, Zhongbo

AU - Wang, Zilong

AU - Aratani, Naoki

AU - Zhu, Xiaozhang

AU - Zhang, Qichun

PY - 2022/11

Y1 - 2022/11

N2 - Structurally well-defined arenes with higher numbers of linearly-fused six-member rings (n ≥ 10) are important and highly desirable not only because of their experimental challenges but also due to their fundamental interests and the curiosity of their structure-property relationships. In this research, we successfully synthesized a novel large N-heteroarene (N20) with 20 linearly-fused six-membered rings, which is the longest N-heteroarene (4.7 nm) confirmed by single-crystal X-ray diffraction (SCXRD) analysis so far. The as-prepared arene displays a wave-like framework rather than a rigid plane. Moreover, N20 shows high molar absorptivity of 364,000 M-1 cm-1 with its fluorescence extended to the near-infrared region.

AB - Structurally well-defined arenes with higher numbers of linearly-fused six-member rings (n ≥ 10) are important and highly desirable not only because of their experimental challenges but also due to their fundamental interests and the curiosity of their structure-property relationships. In this research, we successfully synthesized a novel large N-heteroarene (N20) with 20 linearly-fused six-membered rings, which is the longest N-heteroarene (4.7 nm) confirmed by single-crystal X-ray diffraction (SCXRD) analysis so far. The as-prepared arene displays a wave-like framework rather than a rigid plane. Moreover, N20 shows high molar absorptivity of 364,000 M-1 cm-1 with its fluorescence extended to the near-infrared region.

KW - linear annulation

KW - N-heteroarenes

KW - optical properties

KW - single-crystal structure

UR - http://www.scopus.com/inward/record.url?scp=85135721175&partnerID=8YFLogxK

UR - https://www.scopus.com/record/pubmetrics.uri?eid=2-s2.0-85135721175&origin=recordpage

U2 - 10.31635/ccschem.022.202202013

DO - 10.31635/ccschem.022.202202013

M3 - RGC 21 - Publication in refereed journal

SN - 2096-5745

VL - 4

SP - 3491

EP - 3496

JO - CCS Chemistry

JF - CCS Chemistry

IS - 11

ER -

Seeing Is Believing: A Wavy N-Heteroarene with 20 Six-Membered Rings Linearly Annulated in a Row

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