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PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
21
pubmed:dateCreated
2005-10-19
pubmed:abstractText
The electrochemical and spectroelectrochemical properties of a series of C5-substituted dithienylhexahydro- and dithienylhexafluorocyclopentenes are reported. The effect of substitution at C5 of the thienyl moiety on the redox properties is quite dramatic, in contrast to the effect on their photochemical properties. The efficiency of electrochemical switching is dependent both on the central cyclopentene unit and on the nature of the substituents, whereby electron-donating moieties favour oxidative electrochemical ring-closure and vice versa. Asymmetrically substituted dithienylcyclopentenes were investigated to explore the ring-closure process in more detail. The results indicate that electrochemically induced ring-closure occurs via the monocation of the open form. In the presence of electroactive groups at C5 of the thienyl ring (e.g., methoxyphenyl) initial oxidation of these groups is followed by intermolecular electron transfer, which drives ring-closure of the open forms.
pubmed:language
eng
pubmed:journal
pubmed:status
PubMed-not-MEDLINE
pubmed:month
Oct
pubmed:issn
0947-6539
pubmed:author
pubmed:issnType
Print
pubmed:day
21
pubmed:volume
11
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
6430-41
pubmed:dateRevised
2009-8-4
pubmed:year
2005
pubmed:articleTitle
Oxidative electrochemical switching in dithienylcyclopentenes, Part 2: effect of substitution and asymmetry on the efficiency and direction of molecular switching and redox stability.
pubmed:affiliation
Organic and Molecular Inorganic Chemistry, Stratingh Institute, University of Groningen, The Netherlands.
pubmed:publicationType
Journal Article