Ring lithiation of 1,8-bis(dimethylamino)naphthalene: another side of the ‘proton sponge coin’-Reference-Cited by-同舟云学术

Ring lithiation of 1,8-bis(dimethylamino)naphthalene: another side of the ‘proton sponge coin’

Published:2015 Issue:40 Volume:44 Page:17756-17766
ISSN:1477-9226
Container-title:Dalton Transactions
language:en
Short-container-title:Dalton Trans.

Author:

Antonov Alexander S.¹²³⁴,Pozharskii Alexander F.¹²³⁴,Ozeryanskii Valery A.¹²³⁴,Filarowski Aleksander⁵⁶⁷⁸⁹,Suponitsky Kyrill Yu.¹⁰¹¹¹²⁴,Tolstoy Peter M.¹³¹⁴¹⁵⁴^ORCID,Vovk Mikhail A.¹³¹⁴¹⁵⁴^ORCID

Affiliation:

1. Department of Organic Chemistry

2. Southern Federal University

3. 344090 Rostov-on-Don

4. Russian Federation

5. Faculty of Chemistry

6. University of Wroclaw

7. 50-383 Wroclaw

8. Poland

9. Frank Laboratory of Neutron Physics

10. Nesmeyanov Institute of Organoelement Compounds

11. Russian Academy of Sciences

12. 119991 Moscow

13. Department of Chemistry

14. St. Petersburg State University

15. 198504 St. Petersburg

Abstract

A set of X-ray, multinuclear NMR and DFT approaches was used to address a question of selectivity, relative stability and enhanced reactivity of ring lithiated 1,8-bis(dimethylamino)naphthalenes.

Publisher

Royal Society of Chemistry (RSC)

Subject

Inorganic Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2015/DT/C5DT02482J

Reference38 articles.

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3. Organometallic Synthesis, Molecular Structure, and Coloration of 2,7-Disubstituted 1,8-Bis(dimethylamino)naphthalenes. How Significant Is the Influence of “Buttressing Effect” on Their Basicity?

4. Exceptional basic strength of 1,8-bis(dimethylamino)- and 1,8-bis(diethylamino)-2,7-dimethoxynaphthalenes: kinetic and equilibrium studies of the ionisation of the protonated amines in Me2SO–H2O mixtures with hydroxide ion

5. 1,8-Bis(dimethylamino)naphthalene-2,7-diolate: A Simple Arylamine Nitrogen Base with Hydride-Ion-Comparable Proton Affinity

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