期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 27, 期 13, 页码 4430-4438出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.202005005
关键词
azaacene; electrochemistry; electron donors; solvatochromism; thermochromism
资金
- Japan Society for the Promotion of Science (JSPS) [17H04874, 18K05264, 20H02726]
- MEXT [JP20H05866]
- Grants-in-Aid for Scientific Research [17H04874, 18K05264, 20H02726] Funding Source: KAKEN
5,12-Dihydro-5,12-diazatetracene (DHDAT) dimers with different substitution patterns were synthesized, revealing differences in electronic ground-state interaction, emission behavior, and thermochromic properties.
5,12-Dihydro-5,12-diazatetracene (DHDAT) dimers with different substitution patterns are synthesized: a symmetric one with a C-C bond between the monomer units (1) and two asymmetric ones with a C-N bond between the monomer units (2 and 3). The DHDAT units are planar in the C-C linked dimer 1 but perpendicularly oriented in the C-N linked dimers 2 and 3 (from X-ray analysis). The electronic ground-state interaction between the two units is large in 1 and small in 2 and 3. The emission behavior of 3 is different from that of other dimers and its monomer; it displays positive solvatochromism, characteristic for electron donor-acceptor molecules, despite its donor-donor type structure. Compound 3 exhibits a unique multi-step thermochromic emission behavior. The emission behavior is attributed to the asymmetric distribution of the HOMO and LUMO of DHDAT.
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