dc.contributor.author | Schleper, Alexander Lennart | |
dc.contributor.author | Voll, Constantin-Chri Alexander | |
dc.contributor.author | Engelhart, Jens | |
dc.contributor.author | Swager, Timothy M | |
dc.date.accessioned | 2018-03-19T15:07:30Z | |
dc.date.available | 2018-03-19T15:07:30Z | |
dc.date.issued | 2017-12 | |
dc.identifier.issn | 0936-5214 | |
dc.identifier.issn | 1437-2096 | |
dc.identifier.uri | http://hdl.handle.net/1721.1/114187 | |
dc.description.abstract | An optimized route toward iptycene-capped, p-dibromo-quinoxalinophenazine was developed, increasing the yield significantly from literature procedures. New iptycene-containing symmetrical azaacenes were synthesized from this intermediate using Suzuki–Miyaura cross-coupling, and their photophysical properties were evaluated. Tuning the substituents allows modulating emission wavelengths across the visible spectrum. Substitution with 3-methoxy-2-methylthiophene exhibits a quantum yield of 35%. The (triisopropylsilyl)acetylene product has a quantum yield of 38% and serves as a model compound for the synthesis of polymers based on this electrooptically active molecular motif. Keywords: N-heteroiptycene - Suzuki–Miyaura cross-coupling - Sonogashira coupling - pyrazinoquinoxaline - luminescence | en_US |
dc.description.sponsorship | United States. Air Force. Office of Scientific Research | en_US |
dc.language.iso | en_US | |
dc.publisher | Thieme Publishing Group | en_US |
dc.relation.isversionof | http://dx.doi.org/10.1055/s-0036-1589503 | en_US |
dc.rights | Creative Commons Attribution-Noncommercial-Share Alike | en_US |
dc.rights.uri | http://creativecommons.org/licenses/by-nc-sa/4.0/ | en_US |
dc.source | Prof. Swager via Erja Kajosalo | en_US |
dc.title | Iptycene-Containing Azaacenes with Tunable Luminescence | en_US |
dc.type | Article | en_US |
dc.identifier.citation | Schleper, A., et al. “Iptycene-Containing Azaacenes with Tunable Luminescence.” Synlett, vol. 28, no. 20, Dec. 2017, pp. 2783–89. | en_US |
dc.contributor.department | Massachusetts Institute of Technology. Department of Chemistry | en_US |
dc.contributor.approver | Swager, Timothy M | en_US |
dc.contributor.mitauthor | Schleper, Alexander Lennart | |
dc.contributor.mitauthor | Voll, Constantin-Chri Alexander | |
dc.contributor.mitauthor | Engelhart, Jens | |
dc.contributor.mitauthor | Swager, Timothy M | |
dc.relation.journal | Synlett | en_US |
dc.eprint.version | Original manuscript | en_US |
dc.type.uri | http://purl.org/eprint/type/JournalArticle | en_US |
eprint.status | http://purl.org/eprint/status/NonPeerReviewed | en_US |
dspace.orderedauthors | Schleper, A.; Voll, Constantin-Christian; Engelhart, Jens; Swager, Timothy | en_US |
dspace.embargo.terms | N | en_US |
dc.identifier.orcid | https://orcid.org/0000-0003-2769-3321 | |
dc.identifier.orcid | https://orcid.org/0000-0001-9711-7368 | |
mit.license | OPEN_ACCESS_POLICY | en_US |