Regio-Dependent Optoelectronic Properties of Oligomeric Peropyrenes
Accumulation of π-conjugated structures is a promising strategy for developing new optoelectronic materials. We report the synthesis and characterization of peropyrene oligomers in different connecting manners. For the synthesis of the oligomers, we employed a consecutive reaction protocol, the cros...
में बचाया:
| मुख्य लेखक: | |
|---|---|
| अन्य लेखक: | |
| प्रकाशित: |
2025
|
| विषय: | |
| टैग: |
टैग जोड़ें
कोई टैग नहीं, इस रिकॉर्ड को टैग करने वाले पहले व्यक्ति बनें!
|
| _version_ | 1849927644734291968 |
|---|---|
| author | Haruki Sanematsu (21464607) |
| author2 | Kazuo Takimiya (1279779) |
| author2_role | author |
| author_facet | Haruki Sanematsu (21464607) Kazuo Takimiya (1279779) |
| author_role | author |
| dc.creator.none.fl_str_mv | Haruki Sanematsu (21464607) Kazuo Takimiya (1279779) |
| dc.date.none.fl_str_mv | 2025-11-24T13:11:22Z |
| dc.identifier.none.fl_str_mv | 10.1021/acs.orglett.5c04271.s002 |
| dc.relation.none.fl_str_mv | https://figshare.com/articles/dataset/Regio-Dependent_Optoelectronic_Properties_of_Oligomeric_Peropyrenes/30694781 |
| dc.rights.none.fl_str_mv | CC BY-NC 4.0 info:eu-repo/semantics/openAccess |
| dc.subject.none.fl_str_mv | Biophysics Biochemistry Medicine Neuroscience Physiology Biotechnology Chemical Sciences not elsewhere classified intramolecular optoelectronic interaction emission bands similar dependent optoelectronic properties cross mcmurry coupling different connecting manners consecutive reaction protocol oligomeric peropyrenes accumulation constructing oligomeric peropyrenes oligomeric peropyrenes mpa protocol connecting position solubilizing groups results suggest promising strategy peropyrene units parent peropyrene one modified one derivatives monomeric peropyrene key importance h </ excimer formation efficient method conjugated structures aromatization reactions >- phenalen |
| dc.title.none.fl_str_mv | Regio-Dependent Optoelectronic Properties of Oligomeric Peropyrenes |
| dc.type.none.fl_str_mv | Dataset info:eu-repo/semantics/publishedVersion dataset |
| description | Accumulation of π-conjugated structures is a promising strategy for developing new optoelectronic materials. We report the synthesis and characterization of peropyrene oligomers in different connecting manners. For the synthesis of the oligomers, we employed a consecutive reaction protocol, the cross McMurry coupling, photocyclization, and aromatization reactions (MPA protocol), using 2,3-dihydro-1<i>H</i>-phenalen-1-one modified with solubilizing groups and dimeric 2,3-dihydro-1<i>H</i>-phenalen-1-one derivatives. The resulting oligoperopyrenes showed distinct optical properties depending on the connecting position between the peropyrene units. The oligomers with 1,1′(10)-junction showed characteristic emission bands, which are reminiscent of excimer formation in parent peropyrene, whereas the 2,2′(9)-connected oligomers showed absorption and emission bands similar to those of monomeric peropyrene. These results suggest that (i) the MPA protocol is an efficient method for constructing oligomeric peropyrenes and (ii) the connecting position between the peropyrene units has key importance in the intramolecular optoelectronic interaction of the oligomeric peropyrenes. |
| eu_rights_str_mv | openAccess |
| id | Manara_bef1ee23936fd2075e03aff230cdc89b |
| identifier_str_mv | 10.1021/acs.orglett.5c04271.s002 |
| network_acronym_str | Manara |
| network_name_str | ManaraRepo |
| oai_identifier_str | oai:figshare.com:article/30694781 |
| publishDate | 2025 |
| repository.mail.fl_str_mv | |
| repository.name.fl_str_mv | |
| repository_id_str | |
| rights_invalid_str_mv | CC BY-NC 4.0 |
| spelling | Regio-Dependent Optoelectronic Properties of Oligomeric PeropyrenesHaruki Sanematsu (21464607)Kazuo Takimiya (1279779)BiophysicsBiochemistryMedicineNeurosciencePhysiologyBiotechnologyChemical Sciences not elsewhere classifiedintramolecular optoelectronic interactionemission bands similardependent optoelectronic propertiescross mcmurry couplingdifferent connecting mannersconsecutive reaction protocololigomeric peropyrenes accumulationconstructing oligomeric peropyrenesoligomeric peropyrenesmpa protocolconnecting positionsolubilizing groupsresults suggestpromising strategyperopyrene unitsparent peropyreneone modifiedone derivativesmonomeric peropyrenekey importanceh </excimer formationefficient methodconjugated structuresaromatization reactions>- phenalenAccumulation of π-conjugated structures is a promising strategy for developing new optoelectronic materials. We report the synthesis and characterization of peropyrene oligomers in different connecting manners. For the synthesis of the oligomers, we employed a consecutive reaction protocol, the cross McMurry coupling, photocyclization, and aromatization reactions (MPA protocol), using 2,3-dihydro-1<i>H</i>-phenalen-1-one modified with solubilizing groups and dimeric 2,3-dihydro-1<i>H</i>-phenalen-1-one derivatives. The resulting oligoperopyrenes showed distinct optical properties depending on the connecting position between the peropyrene units. The oligomers with 1,1′(10)-junction showed characteristic emission bands, which are reminiscent of excimer formation in parent peropyrene, whereas the 2,2′(9)-connected oligomers showed absorption and emission bands similar to those of monomeric peropyrene. These results suggest that (i) the MPA protocol is an efficient method for constructing oligomeric peropyrenes and (ii) the connecting position between the peropyrene units has key importance in the intramolecular optoelectronic interaction of the oligomeric peropyrenes.2025-11-24T13:11:22ZDatasetinfo:eu-repo/semantics/publishedVersiondataset10.1021/acs.orglett.5c04271.s002https://figshare.com/articles/dataset/Regio-Dependent_Optoelectronic_Properties_of_Oligomeric_Peropyrenes/30694781CC BY-NC 4.0info:eu-repo/semantics/openAccessoai:figshare.com:article/306947812025-11-24T13:11:22Z |
| spellingShingle | Regio-Dependent Optoelectronic Properties of Oligomeric Peropyrenes Haruki Sanematsu (21464607) Biophysics Biochemistry Medicine Neuroscience Physiology Biotechnology Chemical Sciences not elsewhere classified intramolecular optoelectronic interaction emission bands similar dependent optoelectronic properties cross mcmurry coupling different connecting manners consecutive reaction protocol oligomeric peropyrenes accumulation constructing oligomeric peropyrenes oligomeric peropyrenes mpa protocol connecting position solubilizing groups results suggest promising strategy peropyrene units parent peropyrene one modified one derivatives monomeric peropyrene key importance h </ excimer formation efficient method conjugated structures aromatization reactions >- phenalen |
| status_str | publishedVersion |
| title | Regio-Dependent Optoelectronic Properties of Oligomeric Peropyrenes |
| title_full | Regio-Dependent Optoelectronic Properties of Oligomeric Peropyrenes |
| title_fullStr | Regio-Dependent Optoelectronic Properties of Oligomeric Peropyrenes |
| title_full_unstemmed | Regio-Dependent Optoelectronic Properties of Oligomeric Peropyrenes |
| title_short | Regio-Dependent Optoelectronic Properties of Oligomeric Peropyrenes |
| title_sort | Regio-Dependent Optoelectronic Properties of Oligomeric Peropyrenes |
| topic | Biophysics Biochemistry Medicine Neuroscience Physiology Biotechnology Chemical Sciences not elsewhere classified intramolecular optoelectronic interaction emission bands similar dependent optoelectronic properties cross mcmurry coupling different connecting manners consecutive reaction protocol oligomeric peropyrenes accumulation constructing oligomeric peropyrenes oligomeric peropyrenes mpa protocol connecting position solubilizing groups results suggest promising strategy peropyrene units parent peropyrene one modified one derivatives monomeric peropyrene key importance h </ excimer formation efficient method conjugated structures aromatization reactions >- phenalen |