Cyclo[8]isoindoles: Ring-expanded and annelated porphyrinoids

Tetsuo Okujima; Guangnan Jin; Naoki Matsumoto; John MacK; Shigeki Mori; Keishi Ohara; Daiki Kuzuhara; Chie Ando; Noboru Ono; Hiroko Yamada; Hidemitsu Uno; Nagao Kobayashi

doi:10.1002/anie.201007510

Cyclo[8]isoindoles: Ring-expanded and annelated porphyrinoids

Tetsuo Okujima, Guangnan Jin, Naoki Matsumoto, John MacK, Shigeki Mori, Keishi Ohara, Daiki Kuzuhara, Chie Ando, Noboru Ono, Hiroko Yamada, Hidemitsu Uno, Nagao Kobayashi

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

26 Citations (Scopus)

Abstract

Retro: Cyclo[8]isoindole, which has a saddle-shaped geometry (see picture, 2), was synthesized by oxidative coupling of a bicyclo[2.2.2]octadiene(BCOD)- fused 2,2′-bipyrrole followed by a retro-Diels-Alder reaction of BCOD-fused cyclo[8]pyrrole (1). Key trends in the optical spectra of ring-annelated cyclo[8]pyrroles are identified based on magnetic circular dichroism spectra and theorectical calculations.

Original language	English
Pages (from-to)	5699-5703
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	50
Issue number	25
DOIs	https://doi.org/10.1002/anie.201007510
Publication status	Published - 2011 Jun 14

Keywords

cyclo[n]pyrroles
density functional calculations
macrocycles
porphyrinoids
retro-Diels-Alder reaction

ASJC Scopus subject areas

Catalysis
Chemistry(all)

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10.1002/anie.201007510

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Cyclo[8]isoindoles : Ring-expanded and annelated porphyrinoids. / Okujima, Tetsuo; Jin, Guangnan; Matsumoto, Naoki; MacK, John; Mori, Shigeki; Ohara, Keishi; Kuzuhara, Daiki; Ando, Chie; Ono, Noboru; Yamada, Hiroko; Uno, Hidemitsu; Kobayashi, Nagao.

In: Angewandte Chemie - International Edition, Vol. 50, No. 25, 14.06.2011, p. 5699-5703.

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

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AU - MacK, John

AU - Mori, Shigeki

AU - Ohara, Keishi

AU - Kuzuhara, Daiki

AU - Ando, Chie

AU - Ono, Noboru

AU - Yamada, Hiroko

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AB - Retro: Cyclo[8]isoindole, which has a saddle-shaped geometry (see picture, 2), was synthesized by oxidative coupling of a bicyclo[2.2.2]octadiene(BCOD)- fused 2,2′-bipyrrole followed by a retro-Diels-Alder reaction of BCOD-fused cyclo[8]pyrrole (1). Key trends in the optical spectra of ring-annelated cyclo[8]pyrroles are identified based on magnetic circular dichroism spectra and theorectical calculations.

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Cyclo[8]isoindoles: Ring-expanded and annelated porphyrinoids

Abstract

Keywords

ASJC Scopus subject areas

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