Details
| Original language | English |
|---|---|
| Pages (from-to) | 16497-16503 |
| Number of pages | 7 |
| Journal | Chemistry - a European journal |
| Volume | 26 |
| Issue number | 69 |
| Early online date | 27 Jul 2020 |
| Publication status | Published - 9 Dec 2020 |
| Externally published | Yes |
Abstract
Development of high-performance photocatalysts for the conversion of amines is of great importance, but has remained a challenging task. Here, a bis-anthracene fused porphyrin (AFP) was synthesized in a high yield by a facile synthetic protocol, which involves a Suzuki coupling for the conjugation of two anthracene groups with a porphyrin ring, followed by oxidative cyclodehydrogenation. When serving as a photocatalyst, AFP exhibits an outstanding photocatalytic performance for the visible-light-induced aerobic oxidation of amines to imines at ambient conditions. Density functional theory calculations revealed that the low energy band gap, caused by the large planar and π-extended porphyrin structure of AFP, contributed to its high photocatalytic performance.
Keywords
- cyclodehydrogenation, energy band gaps, oxidation of amines, photocatalysis, porphyrins
ASJC Scopus subject areas
- Chemical Engineering(all)
- Catalysis
- Chemistry(all)
- Organic Chemistry
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In: Chemistry - a European journal, Vol. 26, No. 69, 09.12.2020, p. 16497-16503.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Bis-Anthracene Fused Porphyrin as an Efficient Photocatalyst: Facile Synthesis and Visible-Light-Driven Oxidative Coupling of Amines
AU - Zhang, Pengfei
AU - Yu, Chunyang
AU - Yin, Yucheng
AU - Droste, Jörn
AU - Klabunde, Sina
AU - Hansen, Michael Ryan
AU - Mai, Yiyong
N1 - Publisher Copyright: © 2020 Wiley-VCH GmbH
PY - 2020/12/9
Y1 - 2020/12/9
N2 - Development of high-performance photocatalysts for the conversion of amines is of great importance, but has remained a challenging task. Here, a bis-anthracene fused porphyrin (AFP) was synthesized in a high yield by a facile synthetic protocol, which involves a Suzuki coupling for the conjugation of two anthracene groups with a porphyrin ring, followed by oxidative cyclodehydrogenation. When serving as a photocatalyst, AFP exhibits an outstanding photocatalytic performance for the visible-light-induced aerobic oxidation of amines to imines at ambient conditions. Density functional theory calculations revealed that the low energy band gap, caused by the large planar and π-extended porphyrin structure of AFP, contributed to its high photocatalytic performance.
AB - Development of high-performance photocatalysts for the conversion of amines is of great importance, but has remained a challenging task. Here, a bis-anthracene fused porphyrin (AFP) was synthesized in a high yield by a facile synthetic protocol, which involves a Suzuki coupling for the conjugation of two anthracene groups with a porphyrin ring, followed by oxidative cyclodehydrogenation. When serving as a photocatalyst, AFP exhibits an outstanding photocatalytic performance for the visible-light-induced aerobic oxidation of amines to imines at ambient conditions. Density functional theory calculations revealed that the low energy band gap, caused by the large planar and π-extended porphyrin structure of AFP, contributed to its high photocatalytic performance.
KW - cyclodehydrogenation
KW - energy band gaps
KW - oxidation of amines
KW - photocatalysis
KW - porphyrins
UR - http://www.scopus.com/inward/record.url?scp=85096715446&partnerID=8YFLogxK
U2 - 10.1002/chem.202003398
DO - 10.1002/chem.202003398
M3 - Article
C2 - 32720370
AN - SCOPUS:85096715446
VL - 26
SP - 16497
EP - 16503
JO - Chemistry - a European journal
JF - Chemistry - a European journal
SN - 0947-6539
IS - 69
ER -