Synthesis of Polycyclic Aromatic Compounds by Electrocyclization-Dehydrogenation of Diradicaloids

Peipei Liu; Meng Xiang Wu; Meng Ling Yu; Hao Kang; Bin Huang; Hai Bo Yang; Xiao Li Zhao; Xueliang Shi

doi:10.1021/acs.orglett.4c02886

Synthesis of Polycyclic Aromatic Compounds by Electrocyclization-Dehydrogenation of Diradicaloids

Peipei Liu
, Meng Xiang Wu
, Meng Ling Yu
, Hao Kang
, Bin Huang
, Hai Bo Yang
, Xiao Li Zhao^*
, Xueliang Shi^*

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

East China Normal University

Research output: Contribution to journal › Article › peer-review

3 Scopus citations

Abstract

Herein, we present a novel and efficient method for the synthesis of two new polycyclic aromatic hydrocarbons, 1 and 2, through the electrocyclization-dehydrogenation of diradicaloids. The proposed oxidative electrocyclization via intermediate diradicaloids is monitored by electron paramagnetic resonance and ultraviolet-visible spectroscopy. Interestingly, 1 exhibits chirality because of its inherent helical skeleton, and 2 features long-wavelength absorption and near-infrared emission properties due to its extended π-conjugation.

Original language	English
Pages (from-to)	7914-7919
Number of pages	6
Journal	Organic Letters
Volume	26
Issue number	37
DOIs	https://doi.org/10.1021/acs.orglett.4c02886
State	Published - 20 Sep 2024

Access to Document

10.1021/acs.orglett.4c02886

Cite this

@article{9b7ee366574c4d48b2b7c1e685eb36f8,

title = "Synthesis of Polycyclic Aromatic Compounds by Electrocyclization-Dehydrogenation of Diradicaloids",

abstract = "Herein, we present a novel and efficient method for the synthesis of two new polycyclic aromatic hydrocarbons, 1 and 2, through the electrocyclization-dehydrogenation of diradicaloids. The proposed oxidative electrocyclization via intermediate diradicaloids is monitored by electron paramagnetic resonance and ultraviolet-visible spectroscopy. Interestingly, 1 exhibits chirality because of its inherent helical skeleton, and 2 features long-wavelength absorption and near-infrared emission properties due to its extended π-conjugation.",

author = "Peipei Liu and Wu, \{Meng Xiang\} and Yu, \{Meng Ling\} and Hao Kang and Bin Huang and Yang, \{Hai Bo\} and Zhao, \{Xiao Li\} and Xueliang Shi",

note = "Publisher Copyright: {\textcopyright} 2024 American Chemical Society.",

year = "2024",

month = sep,

day = "20",

doi = "10.1021/acs.orglett.4c02886",

language = "英语",

volume = "26",

pages = "7914--7919",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "37",

}

TY - JOUR

T1 - Synthesis of Polycyclic Aromatic Compounds by Electrocyclization-Dehydrogenation of Diradicaloids

AU - Liu, Peipei

AU - Wu, Meng Xiang

AU - Yu, Meng Ling

AU - Kang, Hao

AU - Huang, Bin

AU - Yang, Hai Bo

AU - Zhao, Xiao Li

AU - Shi, Xueliang

PY - 2024/9/20

Y1 - 2024/9/20

N2 - Herein, we present a novel and efficient method for the synthesis of two new polycyclic aromatic hydrocarbons, 1 and 2, through the electrocyclization-dehydrogenation of diradicaloids. The proposed oxidative electrocyclization via intermediate diradicaloids is monitored by electron paramagnetic resonance and ultraviolet-visible spectroscopy. Interestingly, 1 exhibits chirality because of its inherent helical skeleton, and 2 features long-wavelength absorption and near-infrared emission properties due to its extended π-conjugation.

AB - Herein, we present a novel and efficient method for the synthesis of two new polycyclic aromatic hydrocarbons, 1 and 2, through the electrocyclization-dehydrogenation of diradicaloids. The proposed oxidative electrocyclization via intermediate diradicaloids is monitored by electron paramagnetic resonance and ultraviolet-visible spectroscopy. Interestingly, 1 exhibits chirality because of its inherent helical skeleton, and 2 features long-wavelength absorption and near-infrared emission properties due to its extended π-conjugation.

UR - https://www.scopus.com/pages/publications/85203405254

U2 - 10.1021/acs.orglett.4c02886

DO - 10.1021/acs.orglett.4c02886

M3 - 文章

C2 - 39240235

AN - SCOPUS:85203405254

SN - 1523-7060

VL - 26

SP - 7914

EP - 7919

JO - Organic Letters

JF - Organic Letters

IS - 37

ER -

Synthesis of Polycyclic Aromatic Compounds by Electrocyclization-Dehydrogenation of Diradicaloids

Abstract

Access to Document

Other files and links

Fingerprint

Cite this