Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 60, Issue 22, Pages 12304-12307Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202100888
Keywords
1-imino-3-thioisoindolines; BODIPY; density functional calculations; fused-ring systems; β -isoindigo
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Funding
- Canada Foundation for Innovations Funding Source: Medline
- Western Canada Research Grid Funding Source: Medline
- Directorate for Mathematical and Physical Sciences Funding Source: Medline
- Minnesota Supercomputing Institute Funding Source: Medline
- Canadian Network for Research and Innovation in Machining Technology, Natural Sciences and Engineering Research Council of Canada Funding Source: Medline
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The newly synthesized compounds exhibit broad absorption in the visible region of the electromagnetic spectrum and have a stable structure. The beta-isoindigo fragment is in a trans-configuration accompanying a planar conjugated core.
A one-step synthetic pathway for the preparation of fully conjugated beta-isoindigo-azaDIPY hybrid chromophores comprised of beta-isoindigo and azadipyrromethene moieties is reported. The target compounds were characterized by spectroscopic, crystallographic, and theoretical methods and show unprecedented broad absorption across the visible region of the electromagnetic spectrum. The X-ray crystal structure of the octa(n-butyl)-beta-isoindigo-azaDIPY derivative revealed that a trans-configuration of the beta-isoindigo fragment accompanies a planar conjugated core.
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