PN-Doped tetraphenylnaphthalene: a straightforward synthetic strategy analogous to BN-annulation

Compared to BN heterocycles, few studies on PN heterocycles have been reported to date. Herein, we developed an efficient synthetic strategy analogous to BN-annulation to simultaneously incorporate a PN bond and a halogen group into the naphthalene core. Subsequently, we prepared PN-containing tetra...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2021-11, Vol.57 (91), p.12147-1215
Main Authors: Park, Jupil, Kim, So Jung, Kwon, Hansol, Jin, Eunji, Yoon, Kihwan, Kim, HyunHo, Shadman, Sahar, Choe, Wonyoung, Kim, Joonghan, Park, Young S
Format: Article
Language:English
Subjects:
Chemical reactions
Chemical reduction
Cross coupling
Crystallography
Naphthalene
NMR spectroscopy
Organic chemistry
Palladium
Spectrum analysis
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Summary:Compared to BN heterocycles, few studies on PN heterocycles have been reported to date. Herein, we developed an efficient synthetic strategy analogous to BN-annulation to simultaneously incorporate a PN bond and a halogen group into the naphthalene core. Subsequently, we prepared PN-containing tetraphenylnaphthalene using this method, followed by palladium-catalyzed cross-coupling and reduction reactions. The prepared molecule was characterized via X-ray crystallography, NMR spectroscopy, UV-vis spectroscopy, and cyclic voltammetry. Installation of a PN bond in π-systems.
ISSN:1359-7345
1364-548X
DOI:10.1039/d1cc04785j