Mishiba, Kentaro published the artcileDimesitylborylethynylated Arenes: Unique Electronic and Photophysical Properties Caused by Ethynediyl (CC) Spacers, Application of 9,10-Diethynylanthracene, the publication is Chemistry – A European Journal (2021), 27(17), 5432-5438, database is CAplus and MEDLINE.
Herein, the authors report the synthesis and electrochem. and photophys. properties of aromatic hydrocarbons having one or two dimesitylborylethynyl peripherals. The mono- (1) and diboryl compounds (2), readily prepared by nucleophilic substitution reaction, are fairly stable to air and moisture in the solid state. The inserted ethynediyl (CC) spacer cancels the steric hindrance between the bulky dimesitylboryl groups and aromatic rings, leading to effective π conjugation over the B-CC-Ar linkages, as revealed by cyclic voltammetry. Despite the small structural differences, the photophys. properties of the benzene, naphthalene, and anthracene derivatives are different. Virtually no emission was observed from the benzene derivatives, whereas the anthracene derivatives emitted with high quantum yields both in solution and in the solid state. Notably, the naphthalene derivatives showed aggregation-induced emission behavior. Unlike the common sterically congested triarylborane derivatives reported so far, the anthracene derivatives showed π-π*-type absorption and emission bands, which derive from efficient intramol. orbital interactions between the B centers and anthracene moieties, as supported by DFT calculations As a result, the dimesitylborylethynyl substituents effectively lower the LUMO levels of the aromatic hydrocarbon parts, whereas the HOMO levels are almost unaffected, thereby leading to materials with controllable HOMO-LUMO gaps.
Chemistry – A European Journal published new progress about 18512-55-5. 18512-55-5 belongs to naphthyridine, auxiliary class Alkynyl,Anthracene, name is 9,10-Diethynylanthracene, and the molecular formula is C18H10, Application of 9,10-Diethynylanthracene.
Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem