Cyclic Azobenzene-BODIPY Hybrids

Bin Wen; Chao Li; Byeongjoo Kang; Tao Zheng; Yi Wang; Yibei Jiang; Ling Xu; Juwon Oh; Atsuhiro Osuka; Dongho Kim; Jianxin Song

doi:10.1002/chem.202303193

Cyclic Azobenzene-BODIPY Hybrids

Bin Wen, Chao Li, Byeongjoo Kang, Tao Zheng, Yi Wang, Yibei Jiang, Ling Xu, Juwon Oh, Atsuhiro Osuka, Dongho Kim, Jianxin Song

Department of Chemistry

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

3 Scopus citations

Abstract

Cyclic azobenzene-BODIPY hybrids were synthesized via cyclization by 1) acid-catalysed condensation of azobenzene-bridged dipyrroles with 3,5-di-tert-butylbenzaldehyde, 2) oxidation with DDQ, and 3) metalation with BF₃ ⋅ Et₂O. The structures of many cyclic hybrids have been confirmed by single crystal X-ray analysis. The absorption spectra of the hybrids reveal the effective cyclic conjugation. The ultrafast measurements reveal that the photoexcited decays of these cyclic hybrids depend upon the ring size and connectivity.

Original language	English
Article number	e202303193
Journal	Chemistry - A European Journal
Volume	30
Issue number	6
DOIs	https://doi.org/10.1002/chem.202303193
State	Published - 26 Jan 2024

Keywords

azobenzene
BODIPY
cyclic compound
synthesis
transient absorption

Access to Document

10.1002/chem.202303193

Cite this

@article{3501b7952c394bf4956c12e7efeadb85,

title = "Cyclic Azobenzene-BODIPY Hybrids",

abstract = "Cyclic azobenzene-BODIPY hybrids were synthesized via cyclization by 1) acid-catalysed condensation of azobenzene-bridged dipyrroles with 3,5-di-tert-butylbenzaldehyde, 2) oxidation with DDQ, and 3) metalation with BF3 ⋅ Et2O. The structures of many cyclic hybrids have been confirmed by single crystal X-ray analysis. The absorption spectra of the hybrids reveal the effective cyclic conjugation. The ultrafast measurements reveal that the photoexcited decays of these cyclic hybrids depend upon the ring size and connectivity.",

keywords = "azobenzene, BODIPY, cyclic compound, synthesis, transient absorption",

author = "Bin Wen and Chao Li and Byeongjoo Kang and Tao Zheng and Yi Wang and Yibei Jiang and Ling Xu and Juwon Oh and Atsuhiro Osuka and Dongho Kim and Jianxin Song",

note = "Publisher Copyright: {\textcopyright} 2023 Wiley-VCH GmbH.",

year = "2024",

month = jan,

day = "26",

doi = "10.1002/chem.202303193",

language = "English",

volume = "30",

journal = "Chemistry - A European Journal",

issn = "0947-6539",

publisher = "Wiley-VCH Verlag",

number = "6",

}

TY - JOUR

T1 - Cyclic Azobenzene-BODIPY Hybrids

AU - Wen, Bin

AU - Li, Chao

AU - Kang, Byeongjoo

AU - Zheng, Tao

AU - Wang, Yi

AU - Jiang, Yibei

AU - Xu, Ling

AU - Oh, Juwon

AU - Osuka, Atsuhiro

AU - Kim, Dongho

AU - Song, Jianxin

PY - 2024/1/26

Y1 - 2024/1/26

N2 - Cyclic azobenzene-BODIPY hybrids were synthesized via cyclization by 1) acid-catalysed condensation of azobenzene-bridged dipyrroles with 3,5-di-tert-butylbenzaldehyde, 2) oxidation with DDQ, and 3) metalation with BF3 ⋅ Et2O. The structures of many cyclic hybrids have been confirmed by single crystal X-ray analysis. The absorption spectra of the hybrids reveal the effective cyclic conjugation. The ultrafast measurements reveal that the photoexcited decays of these cyclic hybrids depend upon the ring size and connectivity.

AB - Cyclic azobenzene-BODIPY hybrids were synthesized via cyclization by 1) acid-catalysed condensation of azobenzene-bridged dipyrroles with 3,5-di-tert-butylbenzaldehyde, 2) oxidation with DDQ, and 3) metalation with BF3 ⋅ Et2O. The structures of many cyclic hybrids have been confirmed by single crystal X-ray analysis. The absorption spectra of the hybrids reveal the effective cyclic conjugation. The ultrafast measurements reveal that the photoexcited decays of these cyclic hybrids depend upon the ring size and connectivity.

KW - azobenzene

KW - BODIPY

KW - cyclic compound

KW - synthesis

KW - transient absorption

UR - http://www.scopus.com/inward/record.url?scp=85178888010&partnerID=8YFLogxK

U2 - 10.1002/chem.202303193

DO - 10.1002/chem.202303193

M3 - Article

C2 - 37943119

AN - SCOPUS:85178888010

SN - 0947-6539

VL - 30

JO - Chemistry - A European Journal

JF - Chemistry - A European Journal

IS - 6

M1 - e202303193

ER -

Cyclic Azobenzene-BODIPY Hybrids

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this