Direct Synthesis\nof K‑Region Functionalized\nPolycyclic Aromatic Hydrocarbons via Twofold Intramolecular C–H/C–H\nArylation

Functionalized polycyclic aromatic hydrocarbons (PAHs)\nare essential\nbuilding blocks for the bottom-up fabrication of structurally uniform\nnanocarbons. Herein we report a simple and efficient synthetic method\ntoward K-region hydroxy-functionalized PAHs via TEMPO-mediated twofold\nintramolecular C–H/C–H arylations of 1-biphenyl-2-yl-2-aryl-ethanone\nderivatives. This method achieves high yields and selectivity, synthesizing\na variety of PAH frameworks, including pyrenes, chrysenes, benzo[<i>c</i>]phenanthrenes, and benzo[<i>k</i>]tetraphenes.\nOur results also demonstrate the potential of these compounds as valuable\ncandidates for the selective construction of larger PAH structures.

Publication Details

Journal
Figshare
Published
2024-12-11
DOI
https://doi.org/10.1021/acs.orglett.4c04156.s001
Primary Topic
Synthesis and Properties of Aromatic Compounds
Type
article
Field-Weighted Citation Impact
0.00
Controls
|||
ALL TIME
JAN
FEB
MAR
APR
MAY
JUN
JUL
AUG
SEP
OCT
article

Direct Synthesis\nof K‑Region Functionalized\nPolycyclic Aromatic Hydrocarbons via Twofold Intramolecular C–H/C–H\nArylation

Figshare
Synthesis and Properties of Aromatic Compounds
article

Direct Synthesis\nof K‑Region Functionalized\nPolycyclic Aromatic Hydrocarbons via Twofold Intramolecular C–H/C–H\nArylation

article en

Abstract

Functionalized polycyclic aromatic hydrocarbons (PAHs)\nare essential\nbuilding blocks for the bottom-up fabrication of structurally uniform\nnanocarbons. Herein we report a simple and efficient synthetic method\ntoward K-region hydroxy-functionalized PAHs via TEMPO-mediated twofold\nintramolecular C–H/C–H arylations of 1-biphenyl-2-yl-2-aryl-ethanone\nderivatives. This method achieves high yields and selectivity, synthesizing\na variety of PAH frameworks, including pyrenes, chrysenes, benzo[<i>c</i>]phenanthrenes, and benzo[<i>k</i>]tetraphenes.\nOur results also demonstrate the potential of these compounds as valuable\ncandidates for the selective construction of larger PAH structures.

Figshare
Openalex Percentile: Top 79%
Synthesis and Properties of Aromatic Compounds
AI Navigator

Ask Laika to Summarize, Analyze, and Connect papers live on the map.

Summarize Papers & Methodologies

Extract key findings, datasets, and comparative methods across publications.

Benchmark Rankings & Visual Analytics

Rank top research institutions, authors, funders, topics, and journals by Field-Weighted Citation Impact (FWCI) and paper volume with instant charts.

Connect Distant Disciplines

Bridge topological clusters on the map to find hidden collaborative intersections.