Synthesis and characterization of (octaaryltetraazaporphyrinato)indium(III) complexes for optical limiting.
Identifieur interne : 003188 ( Main/Exploration ); précédent : 003187; suivant : 003189Synthesis and characterization of (octaaryltetraazaporphyrinato)indium(III) complexes for optical limiting.
Auteurs : RBID : pubmed:12691576Abstract
The preparation of (octaaryltetraazaporphyrinato)indium(III) chlorides [aryl = phenyl (5a), p-tert-butylphenyl (6a), p-(trifluoromethyl)phenyl (7a), m-(trifluoromethyl)phenyl (8a)] and their reactions with aryl Grignard reagents XMgBr to give 5b-8b [X = p-(trifluoromethyl)phenyl] and 5c (R = 3,5-difluorophenyl) are described. The characterization of all compounds by UV-vis, FT-IR, and (1)H and (13)C NMR spectroscopy was performed. The hypsochromic shift of all bands in the absorption spectra of complexes 5a-8a is observed in the sequence 6a < 5a < 7a approximately 8a. This is associated with the increasing electron-withdrawing character of the aryl substituents in the periphery of the tetraazaporphyrin macrocycle. Compounds 8a,b are very good soluble in organic solvents with 8a exhibiting the higher photochemical stability among the various synthesized species. The optical limiting (OL) properties of the complexes have been studied and correlated with the structure of the (tetraazaporphyrinato)indium(III) complexes and the electronic nature of the different substituents. In particular, the OL effect at 532 nm increases on going from the series of compounds 5 to the series 8.
DOI: 10.1021/ic0205738
PubMed: 12691576
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The characterization of all compounds by UV-vis, FT-IR, and (1)H and (13)C NMR spectroscopy was performed. The hypsochromic shift of all bands in the absorption spectra of complexes 5a-8a is observed in the sequence 6a < 5a < 7a approximately 8a. This is associated with the increasing electron-withdrawing character of the aryl substituents in the periphery of the tetraazaporphyrin macrocycle. Compounds 8a,b are very good soluble in organic solvents with 8a exhibiting the higher photochemical stability among the various synthesized species. The optical limiting (OL) properties of the complexes have been studied and correlated with the structure of the (tetraazaporphyrinato)indium(III) complexes and the electronic nature of the different substituents. In particular, the OL effect at 532 nm increases on going from the series of compounds 5 to the series 8.</div></front></TEI><pubmed><MedlineCitation Owner="NLM" Status="PubMed-not-MEDLINE"><PMID Version="1">12691576</PMID><DateCreated><Year>2003</Year><Month>04</Month><Day>14</Day></DateCreated><DateCompleted><Year>2003</Year><Month>11</Month><Day>04</Day></DateCompleted><Article PubModel="Print"><Journal><ISSN IssnType="Print">0020-1669</ISSN><JournalIssue CitedMedium="Print"><Volume>42</Volume><Issue>8</Issue><PubDate><Year>2003</Year><Month>Apr</Month><Day>21</Day></PubDate></JournalIssue><Title>Inorganic chemistry</Title><ISOAbbreviation>Inorg Chem</ISOAbbreviation></Journal><ArticleTitle>Synthesis and characterization of (octaaryltetraazaporphyrinato)indium(III) complexes for optical limiting.</ArticleTitle><Pagination><MedlinePgn>2683-94</MedlinePgn></Pagination><Abstract><AbstractText>The preparation of (octaaryltetraazaporphyrinato)indium(III) chlorides [aryl = phenyl (5a), p-tert-butylphenyl (6a), p-(trifluoromethyl)phenyl (7a), m-(trifluoromethyl)phenyl (8a)] and their reactions with aryl Grignard reagents XMgBr to give 5b-8b [X = p-(trifluoromethyl)phenyl] and 5c (R = 3,5-difluorophenyl) are described. The characterization of all compounds by UV-vis, FT-IR, and (1)H and (13)C NMR spectroscopy was performed. The hypsochromic shift of all bands in the absorption spectra of complexes 5a-8a is observed in the sequence 6a < 5a < 7a approximately 8a. This is associated with the increasing electron-withdrawing character of the aryl substituents in the periphery of the tetraazaporphyrin macrocycle. Compounds 8a,b are very good soluble in organic solvents with 8a exhibiting the higher photochemical stability among the various synthesized species. The optical limiting (OL) properties of the complexes have been studied and correlated with the structure of the (tetraazaporphyrinato)indium(III) complexes and the electronic nature of the different substituents. In particular, the OL effect at 532 nm increases on going from the series of compounds 5 to the series 8.</AbstractText></Abstract><AuthorList CompleteYN="Y"><Author ValidYN="Y"><LastName>Vagin</LastName><ForeName>Sergej</ForeName><Initials>S</Initials><Affiliation>Lehrstuhl für Organische Chemie II, Universität Tübingen, Auf der Morgenstelle 18, D-72076 Tübingen, Germany.</Affiliation></Author><Author ValidYN="Y"><LastName>Barthel</LastName><ForeName>Markus</ForeName><Initials>M</Initials></Author><Author ValidYN="Y"><LastName>Dini</LastName><ForeName>Danilo</ForeName><Initials>D</Initials></Author><Author ValidYN="Y"><LastName>Hanack</LastName><ForeName>Michael</ForeName><Initials>M</Initials></Author></AuthorList><Language>eng</Language><PublicationTypeList><PublicationType>Journal Article</PublicationType></PublicationTypeList></Article><MedlineJournalInfo><Country>United States</Country><MedlineTA>Inorg Chem</MedlineTA><NlmUniqueID>0366543</NlmUniqueID><ISSNLinking>0020-1669</ISSNLinking></MedlineJournalInfo></MedlineCitation><PubmedData><History><PubMedPubDate PubStatus="pubmed"><Year>2003</Year><Month>4</Month><Day>15</Day><Hour>5</Hour><Minute>0</Minute></PubMedPubDate><PubMedPubDate PubStatus="medline"><Year>2003</Year><Month>4</Month><Day>15</Day><Hour>5</Hour><Minute>1</Minute></PubMedPubDate><PubMedPubDate PubStatus="entrez"><Year>2003</Year><Month>4</Month><Day>15</Day><Hour>5</Hour><Minute>0</Minute></PubMedPubDate></History><PublicationStatus>ppublish</PublicationStatus><ArticleIdList><ArticleId IdType="pubmed">12691576</ArticleId><ArticleId IdType="doi">10.1021/ic0205738</ArticleId></ArticleIdList></PubmedData></pubmed></record>Pour manipuler ce document sous Unix (Dilib)
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