{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,12,8]],"date-time":"2025-12-08T22:42:02Z","timestamp":1765233722435,"version":"build-2065373602"},"reference-count":54,"publisher":"MDPI AG","issue":"3","license":[{"start":{"date-parts":[[2024,2,4]],"date-time":"2024-02-04T00:00:00Z","timestamp":1707004800000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["21602055","2023JJ50068","2023JJ50414"],"award-info":[{"award-number":["21602055","2023JJ50068","2023JJ50414"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]},{"name":"Natural Science Foundation of Hunan Province","award":["21602055","2023JJ50068","2023JJ50414"],"award-info":[{"award-number":["21602055","2023JJ50068","2023JJ50414"]}]},{"name":"Construct Program of Applied Characteristic Discipline in Hunan Province","award":["21602055","2023JJ50068","2023JJ50414"],"award-info":[{"award-number":["21602055","2023JJ50068","2023JJ50414"]}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>Here, we report the synthesis of adamantane-based macrocycle 2 by combining adamantane building blocks with \u03c0-donor 1,3-dimethoxy-benzene units. An unpredictable keto-adamantane-based macrocycle 3 was obtained by the oxidation of 2 using DDQ as an oxidant. Moreover, a new type of macrocyclic molecule-based CT cocrystal was prepared through exo-wall CT interactions between 3 and DDQ. The cocrystal material showed selective vapochromism behavior towards THF, specifically, among nine volatile organic solvents commonly used in the laboratory. Powder X-ray diffraction; UV-Vis diffuse reflectance spectroscopy; 1H NMR; and single crystal X-ray diffraction analyses revealed that color changes are attributed to the vapor-triggered decomplexation of cocrystals.<\/jats:p>","DOI":"10.3390\/molecules29030719","type":"journal-article","created":{"date-parts":[[2024,2,6]],"date-time":"2024-02-06T07:50:12Z","timestamp":1707205812000},"page":"719","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":4,"title":["Keto-Adamantane-Based Macrocycle Crystalline Supramolecular Assemblies Showing Selective Vapochromism to Tetrahydrofuran"],"prefix":"10.3390","volume":"29","author":[{"given":"Zunhua","family":"Li","sequence":"first","affiliation":[{"name":"College of Chemistry and Bioengineering, Hunan University of Science and Engineering, Yongzhou 415199, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Yingzi","family":"Tan","sequence":"additional","affiliation":[{"name":"College of Chemistry and Bioengineering, Hunan University of Science and Engineering, Yongzhou 415199, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Manhua","family":"Ding","sequence":"additional","affiliation":[{"name":"College of Chemistry and Bioengineering, Hunan University of Science and Engineering, Yongzhou 415199, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Linli","family":"Tang","sequence":"additional","affiliation":[{"name":"College of Chemistry and Bioengineering, Hunan University of Science and Engineering, Yongzhou 415199, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1555-1812","authenticated-orcid":false,"given":"Fei","family":"Zeng","sequence":"additional","affiliation":[{"name":"College of Chemistry and Bioengineering, Hunan University of Science and Engineering, Yongzhou 415199, China"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2024,2,4]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"1654","DOI":"10.1021\/acs.accounts.7b00124","article-title":"Organic Donor Acceptor Complexes as Novel Organic Semiconductors","volume":"50","author":"Zhang","year":"2017","journal-title":"Acc. 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