Issue 2, 2002
From the journal:

Journal of the Chemical Society, Perkin Transactions 2

Molecular structure of 5,6-bis(dimethylamino)acenaphthene, 5,6-bis(dimethylamino)acenaphthylene, and their monohydrobromides: a comparison with some naphthalene proton sponges

Alexander F. Pozharskii,a   Valery A. Ozeryanskii*a  and  Zoya A. Starikovab  

* Corresponding authors

a Department of Organic Chemistry, Rostov State University, 7 ul. Zorge, 344090 Rostov-on-Don, Russia
E-mail: vv_ozer2@chimfak.rsu.ru

b A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 117813 Moscow, Russia

Abstract

X-Ray study of the four title compounds has shown that the strong lowering in the basicity of the acenaphthylene proton sponge 2 in comparison with its acenaphthene counterpart 1 is due to pronounced conjugation between the NMe2 groups and the π-electronic system of the molecule rather than to the nature of intramolecular hydrogen bonding in the protonated forms. The first X-ray structure of the acenaphthylene derivative is reported.

Graphical abstract: Molecular structure of 5,6-bis(dimethylamino)acenaphthene, 5,6-bis(dimethylamino)acenaphthylene, and their monohydrobromides: a comparison with some naphthalene proton sponges

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Article information

DOI
https://doi.org/10.1039/B106725G
Article type
Paper
Submitted
27 Jul 2001
Accepted
03 Dec 2001
First published
14 Jan 2002

J. Chem. Soc., Perkin Trans. 2, 2002, 318-322

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Molecular structure of 5,6-bis(dimethylamino)acenaphthene, 5,6-bis(dimethylamino)acenaphthylene, and their monohydrobromides: a comparison with some naphthalene proton sponges

A. F. Pozharskii, V. A. Ozeryanskii and Z. A. Starikova, J. Chem. Soc., Perkin Trans. 2, 2002, 318 DOI: 10.1039/B106725G

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