A stable organic radical delocalized on a highly twisted π system formed upon palladium metalation of a möbius aromatic hexaphyrin

Harapriya Rath; Sumito Tokuji; Naoki Aratani; Ko Furukawa; Jong Min Lim; Dongho Kim; Hiroshi Shinokubo; Atsuhiro Osuka

doi:10.1002/anie.200906017

A stable organic radical delocalized on a highly twisted π system formed upon palladium metalation of a möbius aromatic hexaphyrin

Harapriya Rath
, Sumito Tokuji
, Naoki Aratani
, Ko Furukawa
, Jong Min Lim
, Dongho Kim
, Hiroshi Shinokubo
, Atsuhiro Osuka

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

50 Scopus citations

Abstract

Figure Presented One more twist of a Möbius strip: Metalation of Möbius-aromatic hexakis(pentafluorophenyl)[28]hexaphyrin (see picture; Pd red, Cl green, N blue, phenyl rings omitted) provides a highly stable organic radical that is delocalized over a doubly twisted π-conjugation system. The two-photon absorption cross-section is distinctly larger than that of non-aromatic expanded porphyrins.

Original language	English
Pages (from-to)	1489-1491
Number of pages	3
Journal	Angewandte Chemie - International Edition
Volume	49
Issue number	8
DOIs	https://doi.org/10.1002/anie.200906017
State	Published - 15 Feb 2010

Keywords

Aromaticity
Palladium
Porphyrinoids
Radicals
Two-photon absorption

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10.1002/anie.200906017

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title = "A stable organic radical delocalized on a highly twisted π system formed upon palladium metalation of a m{\"o}bius aromatic hexaphyrin",

abstract = "Figure Presented One more twist of a M{\"o}bius strip: Metalation of M{\"o}bius-aromatic hexakis(pentafluorophenyl)[28]hexaphyrin (see picture; Pd red, Cl green, N blue, phenyl rings omitted) provides a highly stable organic radical that is delocalized over a doubly twisted π-conjugation system. The two-photon absorption cross-section is distinctly larger than that of non-aromatic expanded porphyrins.",

keywords = "Aromaticity, Palladium, Porphyrinoids, Radicals, Two-photon absorption",

author = "Harapriya Rath and Sumito Tokuji and Naoki Aratani and Ko Furukawa and Lim, \{Jong Min\} and Dongho Kim and Hiroshi Shinokubo and Atsuhiro Osuka",

year = "2010",

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doi = "10.1002/anie.200906017",

language = "English",

volume = "49",

pages = "1489--1491",

journal = "Angewandte Chemie - International Edition",

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TY - JOUR

T1 - A stable organic radical delocalized on a highly twisted π system formed upon palladium metalation of a möbius aromatic hexaphyrin

AU - Rath, Harapriya

AU - Tokuji, Sumito

AU - Aratani, Naoki

AU - Furukawa, Ko

AU - Lim, Jong Min

AU - Kim, Dongho

AU - Shinokubo, Hiroshi

AU - Osuka, Atsuhiro

PY - 2010/2/15

Y1 - 2010/2/15

N2 - Figure Presented One more twist of a Möbius strip: Metalation of Möbius-aromatic hexakis(pentafluorophenyl)[28]hexaphyrin (see picture; Pd red, Cl green, N blue, phenyl rings omitted) provides a highly stable organic radical that is delocalized over a doubly twisted π-conjugation system. The two-photon absorption cross-section is distinctly larger than that of non-aromatic expanded porphyrins.

AB - Figure Presented One more twist of a Möbius strip: Metalation of Möbius-aromatic hexakis(pentafluorophenyl)[28]hexaphyrin (see picture; Pd red, Cl green, N blue, phenyl rings omitted) provides a highly stable organic radical that is delocalized over a doubly twisted π-conjugation system. The two-photon absorption cross-section is distinctly larger than that of non-aromatic expanded porphyrins.

KW - Aromaticity

KW - Palladium

KW - Porphyrinoids

KW - Radicals

KW - Two-photon absorption

UR - https://www.scopus.com/pages/publications/76649128074

U2 - 10.1002/anie.200906017

DO - 10.1002/anie.200906017

M3 - Article

AN - SCOPUS:76649128074

SN - 1433-7851

VL - 49

SP - 1489

EP - 1491

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 8

ER -

A stable organic radical delocalized on a highly twisted π system formed upon palladium metalation of a möbius aromatic hexaphyrin

Abstract

Keywords

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