Change search
CiteExportLink to record
Permanent link

Direct link
Cite
Citation style
  • apa
  • ieee
  • modern-language-association-8th-edition
  • vancouver
  • Other style
More styles
Language
  • de-DE
  • en-GB
  • en-US
  • fi-FI
  • nn-NO
  • nn-NB
  • sv-SE
  • Other locale
More languages
Output format
  • html
  • text
  • asciidoc
  • rtf
The silacyclobutene ring: An indicator of triplet state Baird-aromaticity
Uppsala University, Sweden.ORCID iD: 0000-0003-2128-6733
2017 (English)In: Inorganics, ISSN 2304-6740, Vol. 5, no 4, article id 91Article in journal (Refereed) Published
Abstract [en]

Baird's rule tells that the electron counts for aromaticity and antiaromaticity in the first ππ* triplet and singlet excited states (T1 and S1) are opposite to those in the ground state (S0). Our hypothesis is that a silacyclobutene (SCB) ring fused with a [4n]annulene will remain closed in the T1 state so as to retain T1 aromaticity of the annulene while it will ring-open when fused to a [4n + 2]annulene in order to alleviate T1 antiaromaticity. This feature should allow the SCB ring to function as an indicator for triplet state aromaticity. Quantum chemical calculations of energy and (anti)aromaticity changes along the reaction paths in the T1 state support our hypothesis. The SCB ring should indicate T1 aromaticity of [4n]annulenes by being photoinert except when fused to cyclobutadiene, where it ring-opens due to ring-strain relief. © 2017 by the authors.

Place, publisher, year, edition, pages
MDPI Multidisciplinary Digital Publishing Institute , 2017. Vol. 5, no 4, article id 91
Keywords [en]
Baird's rule, Computational chemistry, Excited state aromaticity, Photostability
National Category
Organic Chemistry
Identifiers
URN: urn:nbn:se:ri:diva-57306DOI: 10.3390/inorganics5040091Scopus ID: 2-s2.0-85045381775OAI: oai:DiVA.org:ri-57306DiVA, id: diva2:1616691
Note

 Funding details: Vetenskapsrådet, VR; Funding details: Uppsala Multidisciplinary Center for Advanced Computational Science, UPPMAX; Funding text 1: We thank the EXPERTS III (Erasmus Mundus Action II program) and the Swedish Research Council (VR) for financial support. We also thank the SNIC and UPPMAX for generous allotment of computer time

Available from: 2021-12-03 Created: 2021-12-03 Last updated: 2021-12-03Bibliographically approved

Open Access in DiVA

No full text in DiVA

Other links

Publisher's full textScopus

Authority records

Ayub, Rabia

Search in DiVA

By author/editor
Ayub, Rabia
Organic Chemistry

Search outside of DiVA

GoogleGoogle Scholar

doi
urn-nbn

Altmetric score

doi
urn-nbn
Total: 9 hits
CiteExportLink to record
Permanent link

Direct link
Cite
Citation style
  • apa
  • ieee
  • modern-language-association-8th-edition
  • vancouver
  • Other style
More styles
Language
  • de-DE
  • en-GB
  • en-US
  • fi-FI
  • nn-NO
  • nn-NB
  • sv-SE
  • Other locale
More languages
Output format
  • html
  • text
  • asciidoc
  • rtf