Buckybowl-Based Nanocarbons: Synthesis, Properties, and Applications DOI
Yan Chen, Lei Zhang

Accounts of Chemical Research, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 20, 2025

ConspectusThe introduction of a five-membered ring into hexagon-fused networks typically induces strain that causes positive Gaussian curvature, leading to bowl-shaped polycyclic aromatic hydrocarbons (PAHs), often referred as buckybowls or π-bowls. The interest in is derived from their intriguing properties including, but not limited to, pyramidalized sp2 carbon atoms, low-lying lowest unoccupied molecular orbital (LUMO), surface charge stabilization, and bowl-to-bowl inversion. In recent years, investigations the functionalization buckybowls, well structural aspects related properties, have made significant progress. Indeed, major route increase diversity fine-tune properties. particular, fusion rings buckybowl rims (π-extension buckybowls) has established particularly promising synthetic strategy access wide range buckybowl-based nanostructures with unique topologies A obstacle, however, number appropriate which could be suggested potential frameworks for further functionalization. Moreover, been synthesized by ring-closing reactions, many these procedures suffer occurrence considerable lead an undesired rearrangement. As result, development nanocarbons desirable still its infancy due diversity, functionalization, scalability.This Account describes our progress synthesis nanocarbons. study, diindeno[4,3,2,1-fghi:4',3',2',1'-opqr]perylene (DIP), pyracyleno[6,5,4,3,2,1-pqrstuv]pentaphene (PP), tetracyclopenta[cd,fg,jk,mn]pyrene (TPP), corannulene are employed basic units, exhibit geometry offer ideal platform General bottom-up approaches used derivatives functionalized peripheral alkynyl aryl groups. These substituent groups significantly influence solubility, energy levels, crystal packing, all impact performance. ultimately converted π-extended wide-ranging including doubly curved, rippled, chiral Chiral nanocarbons, where chirality introduced quasi-[8]circulene moieties, high enantiomerization barriers, enabling separation enantiomers. Notably, rippled nanocarbon containing 10 directly fused TPP core exhibits attractive electronic, magnetic, mechanical can through use well-established chemistry, opening up possibilities unusual allotropes.The assembly fullerenes important application Depending on substituent, binding constant tuned. ability bind fullerenes, resulting formation highly ordered host-guest systems. features make excellent molecules device applications. expected, function organic semiconductors field-effect transistors (OFETs), mobilities 2.30 cm2 V-1 s-1. complexes efficient ambipolar characteristics nearly balanced order 10-1 addition, some show applications photothermal materials over 90% conversion efficiency.

Language: Английский

Buckybowl-Based Nanocarbons: Synthesis, Properties, and Applications DOI
Yan Chen, Lei Zhang

Accounts of Chemical Research, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 20, 2025

ConspectusThe introduction of a five-membered ring into hexagon-fused networks typically induces strain that causes positive Gaussian curvature, leading to bowl-shaped polycyclic aromatic hydrocarbons (PAHs), often referred as buckybowls or π-bowls. The interest in is derived from their intriguing properties including, but not limited to, pyramidalized sp2 carbon atoms, low-lying lowest unoccupied molecular orbital (LUMO), surface charge stabilization, and bowl-to-bowl inversion. In recent years, investigations the functionalization buckybowls, well structural aspects related properties, have made significant progress. Indeed, major route increase diversity fine-tune properties. particular, fusion rings buckybowl rims (π-extension buckybowls) has established particularly promising synthetic strategy access wide range buckybowl-based nanostructures with unique topologies A obstacle, however, number appropriate which could be suggested potential frameworks for further functionalization. Moreover, been synthesized by ring-closing reactions, many these procedures suffer occurrence considerable lead an undesired rearrangement. As result, development nanocarbons desirable still its infancy due diversity, functionalization, scalability.This Account describes our progress synthesis nanocarbons. study, diindeno[4,3,2,1-fghi:4',3',2',1'-opqr]perylene (DIP), pyracyleno[6,5,4,3,2,1-pqrstuv]pentaphene (PP), tetracyclopenta[cd,fg,jk,mn]pyrene (TPP), corannulene are employed basic units, exhibit geometry offer ideal platform General bottom-up approaches used derivatives functionalized peripheral alkynyl aryl groups. These substituent groups significantly influence solubility, energy levels, crystal packing, all impact performance. ultimately converted π-extended wide-ranging including doubly curved, rippled, chiral Chiral nanocarbons, where chirality introduced quasi-[8]circulene moieties, high enantiomerization barriers, enabling separation enantiomers. Notably, rippled nanocarbon containing 10 directly fused TPP core exhibits attractive electronic, magnetic, mechanical can through use well-established chemistry, opening up possibilities unusual allotropes.The assembly fullerenes important application Depending on substituent, binding constant tuned. ability bind fullerenes, resulting formation highly ordered host-guest systems. features make excellent molecules device applications. expected, function organic semiconductors field-effect transistors (OFETs), mobilities 2.30 cm2 V-1 s-1. complexes efficient ambipolar characteristics nearly balanced order 10-1 addition, some show applications photothermal materials over 90% conversion efficiency.

Language: Английский

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