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Cyclo[8]isoindoles: Ring‐Expanded and Annelated Porphyrinoids
Author(s) -
Okujima Tetsuo,
Jin Guangnan,
Matsumoto Naoki,
Mack John,
Mori Shigeki,
Ohara Keishi,
Kuzuhara Daiki,
Ando Chie,
Ono Noboru,
Yamada Hiroko,
Uno Hidemitsu,
Kobayashi Nagao
Publication year - 2011
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201007510
Subject(s) - isoindole , pyrrole , ring (chemistry) , chemistry , computational chemistry , stereochemistry , organic chemistry
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.