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Push–pull quinoidal porphyrins

Abstract:

A family of push–pull quinoidal porphyrin monomers has been prepared from a meso-formyl porphyrin by bromination, thioacetal formation, palladium-catalyzed coupling with malononitrile and oxidation with DDQ. Attempts at extending this synthesis to a push–pull quinoidal/cumulenic porphyrin dimer were not successful. The crystal structures of the quinoidal porphyrins indicate that there is no significant contribution from singlet biradical or zwitterionic resonance forms. The crystal structure ...

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Publication status:
Published
Peer review status:
Peer reviewed
Version:
Accepted Manuscript

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Publisher copy:
10.1039/c8ob00491a

Authors


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Role:
Author
ORCID:
0000-0003-1643-5298
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Institution:
University of Oxford
Division:
MPLS Division
Department:
Chemistry; Organic Chemistry
Role:
Author
ORCID:
0000-0002-1801-8132
Publisher:
Royal Society of Chemistry Publisher's website
Journal:
Organic and Biomolecular Chemistry Journal website
Volume:
16
Issue:
19
Pages:
3648-3654
Publication date:
2018-04-24
Acceptance date:
2018-04-24
DOI:
EISSN:
1477-0539
ISSN:
1477-0520
Pubs id:
pubs:846191
URN:
uri:7f686b5d-22f5-42ac-b025-ecee92634d2f
UUID:
uuid:7f686b5d-22f5-42ac-b025-ecee92634d2f
Local pid:
pubs:846191
Language:
English

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