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1

Naphthalene proton sponges as hydride donors: diverse appearances of the tert-amino-effect

Pozharskii, Alexander F., Povalyakhina, Maria A., Degtyarev, Alexander V., Ryabtsova, Oxana V., Ozeryanskii, Valery A., Dyablo, Olga V., Tkachuk, Anna V., Kazheva, Olga N., Chekhlov, Anatolii N., Dyac

Journal:

Organic & Biomolecular Chemistry

Year:

2011

Language:

english

File:

PDF, 816 KB

english, 2011

2

Preparation of Dialkylamino-Substituted Benzenes and Naphthalenes by Nucleophilic Replacement of Fluorine in the Corresponding Perfluoroaromatic Compounds

Sorokin, Vladimir I., Ozeryanskii, Valery A., Borodkin, Gennady S., Chernyshev, Anatoly V., Muir, Max, Baker, Jon

Journal:

Zeitschrift für Naturforschung B

Year:

2006

Language:

english

File:

PDF, 596 KB

english, 2006

3

Structure and IR spectroscopic behaviour of 2,7-dichloro-1,8-bis(dimethylamino)naphthalene and its protonated form

Tadeusz Głowiak, Irena Majerz, Zbigniew Malarski, Lucjan Sobczyk, Alexander. F. Pozharskii, Valery A. Ozeryanskii, Eugeniusz Grech

Journal:

Journal of Physical Organic Chemistry

Year:

1999

Language:

english

File:

PDF, 93 KB

english, 1999

4

A 1H, 13C and 15N NMR investigation of three substituted DMAN derivatives and their monoprotonated salts

Mariusz Pietrzak, Lech Stefaniak, Alexander F. Pozharskii, Valery A. Ozeryanskii, Joanna Nowicka-Scheibe, Eugeniusz Grech, Graham A. Webb

Journal:

Journal of Physical Organic Chemistry

Year:

2000

Language:

english

File:

PDF, 52 KB

english, 2000

5

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

Valery A. Ozeryanskii, Aleksey A. Milov, Vladimir I. Minkin, Alexander F. Pozharskii

Journal:

Angewandte Chemie

Year:

2006

Language:

english

File:

PDF, 152 KB

english, 2006

6

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

Valery A. Ozeryanskii, Aleksey A. Milov, Vladimir I. Minkin, Alexander F. Pozharskii

Journal:

Angewandte Chemie International Edition

Year:

2006

Language:

english

File:

PDF, 152 KB

english, 2006

7

ChemInform Abstract: peri-Naphthylenediamines. Part 22. Synthesis of 1,4,5-Tris( dimethylamino)naphthalene (IV) and Other 4-Aminoderivatives of the “ Proton Sponge”

V. A. OZERYANSKII, A. F. POZHARSKII

Journal:

Year:

1997

File:

PDF, 30 KB

1997

8

ChemInform Abstract: peri-Naphthylenediamines. Part 25. An Evidence for the Participation of the Radical Cation of 1,8-Bis(dimethylamino)naphthalene (“Proton Sponge”) in Reactions with Nitrating Agents. The Formation of 1,1′-Binaphthyl “Proton Sponge” and the Regioselective Synthesis of 4-Chloro-1,8-bis(dimethylamino)naphthalene.

V. A. OZERYANSKII, A. F. POZHARSKII, A. M. FOMCHENKOV

Journal:

Year:

1998

File:

PDF, 42 KB

1998

9

ChemInform Abstract: peri-Naphthylenediamines. Part 28. Nitration of 1,8-Bis(dimethylamino)naphthalene and 5,6-Bis(dimethylamino)acenaphthene in Neutral and Weakly Acidic Media. The First Case of Isolation of o-Nitro and o,o′-Dinitro Derivatives of “Proton Sponges”.

V. A. Ozeryanskii, A. F. Pozharskii, N. V. Vistorobskii

Journal:

Year:

2001

File:

PDF, 34 KB

2001

10

ChemInform Abstract: peri-Naphthylenediamines. Part 30. 1,2,8-Tris(dimethylamino)naphthalene and Some Other 2-Amino Derivatives of “Proton Sponge”.

V. A. Ozeryanskii, A. F. Pozharskii

Journal:

Year:

2001

File:

PDF, 29 KB

2001

11

ChemInform Abstract: peri-Naphthylenediamines. Part 29. 1,8-Bis(dimethtylamino)-3-nitro- and -3,6-dinitronaphthalenes and 5,6-Bis(dimethylamino)-3-nitro- and -3,8-dinitroacenaphthenes as the First Representatives of “Proton Sponges” meta-Substituted Relative to NMe2 Groups.

V. A. Ozeryanskii, A. F. Pozharskii

Journal:

Year:

2001

File:

PDF, 35 KB

2001

12

ChemInform Abstract: peri-Naphthylenediamines. Part 31. Study of Interconversions of 2,3-Dihydroperimidines and 1,8-Bis(dialkylamino)naphthalenes. Convenient Synthesis of 1,2,2,3-Tetramethyl-2,3-dihydroperimidine and a Monoisopropyl Analogue of the “Proton Sponge”.

V. A. Ozeryanskii, E. A. Filatova, V. I. Sorokin, A. F. Pozharskii

Journal:

Year:

2001

Language:

english

File:

PDF, 38 KB

english, 2001

13

ChemInform Abstract: peri-Naphthylenediamines. Part 32. Reactions of 4,5-Bis(dimethylamino)-1-naphthyllithium and 4,5-Bis(dimethylamino)-1-naphthylmagnesium Bromide with Electrophilic Agents. New Representatives of Double Naphthalene “Proton Sponges” with the Structures of 1,1′-Binaphthyl Ketone and 1,1′-Binaphthylmethanol.

O. V. Ryabtsova, A. F. Pozharskii, V. A. Ozeryanskii, N. V. Vistorobskii

Journal:

Year:

2002

File:

PDF, 30 KB

2002

14

peri-Naphthalenediamines. Part 34. 1,4,5,8-Tetrakis(dimethylamino)naphthalene: Alternative Approaches to Synthesis.

V. I. Sorokin, V. A. Ozeryanskii, A. F. Pozharskii

Journal:

Year:

2002

Language:

english

File:

PDF, 33 KB

english, 2002

15

A Simple and Effective Procedure for the N-Permethylation of Amino-Substituted Naphthalenes.

Vladimir I. Sorokin, Valery A. Ozeryanskii, Alexander F. Pozharskii

Journal:

Year:

2003

File:

PDF, 28 KB

2003

16

peri-Naphthylenediamines. Part 36. 5,6-Bis(dimethylamino)acenaphthylene in [4 + 2] Cycloaddition Reactions. Synthesis and Characteristic Features of Protonation of “Proton Sponges” with the 8,9-Diazafluoranthene Structure.

A. F. Pozharskii, V. A. Ozeryanskii, N. V. Vistorobskii

Journal:

Year:

2003

File:

PDF, 20 KB

2003

17

peri-Naphthylenediamines. Part 37. Synthesis of N,N′-Diisopropyl-N,N′-dimethyl-1,8-diaminonaphthalene.

V. A. Ozeryanskii, A. F. Pozharskii

Journal:

Year:

2003

File:

PDF, 72 KB

2003

18

Hexa- and Heptasubstitution in the Interaction of Octafluoronaphthalene with Lithium Dialkylamides: A New Approach to the Naphthalene “Proton Sponges”.

Vladimir I. Sorokin, Valery A. Ozeryanskii, Alexander F. Pozharskii, Zoya A. Starikova

Journal:

Year:

2004

File:

PDF, 102 KB

2004

19

peri-Naphthylenediamines. Part 38. Naphthalene and Acenaphthene “Proton Sponges” with +M Substituents in ortho Positions with Respect to peri-Dimethylamino Groups.

V. A. Ozeryanskii, V. I. Sorokin, A. F. Pozharskii

Journal:

Year:

2004

File:

PDF, 24 KB

2004

20

N,N,N′-Trialkyl-1,8-diaminonaphthalenes: Convenient Method of Preparation from Protonated Proton Sponges and the First X-Ray Information.

V. A.. Ozeryanskii, A. F. Pozharskii, M. G. Koroleva, D. A. Shevchuk, O. N. Kazheva, A. N. Chekhlov, G. V. Shilov, O. A. Dyachenko

Journal:

Year:

2005

File:

PDF, 31 KB

2005

21

ChemInform Abstract: Electrophilic Substitution in 5,6-Bis(dimethylamino)acenaphthylene as a Route to Push-Pull Proton Sponges.

M. A. Mekh, A. F. Pozharskii, V. A. Ozeryanskii

Journal:

Year:

2010

File:

PDF, 23 KB

2010

22

ChemInform Abstract: tert-Amino Effect in Naphthalene Proton Sponges: A Novel Approach to Benzo[h]quinoline and Quino[7,8:7′,8′]quinoline Derivatives.

Maria A. Povalyakhina, Alexander F. Pozharskii, Olga V. Dyablo, Valery A. Ozeryanskii, Oksana V. Ryabtosova

Journal:

Year:

2010

File:

PDF, 40 KB

2010

23

Exclusive β-Substitution in the Reaction of Octafluoronaphthalene with Secondary Amines

Vladimir I. Sorokin, Valery A. Ozeryanskii, Alexander F. Pozharskii

Journal:

European Journal of Organic Chemistry

Year:

2004

Language:

english

File:

PDF, 102 KB

english, 2004

24

A Simple and Effective Procedure for the N-Permethylation of Amino-Substituted Naphthalenes

Vladimir I. Sorokin, Valery A. Ozeryanskii, Alexander F. Pozharskii

Journal:

European Journal of Organic Chemistry

Year:

2003

Language:

english

File:

PDF, 89 KB

english, 2003

25

Novel Polyfunctional Tautomeric Systems Containing Salicylideneamino and Proton Sponge Moieties

Valery A. Ozeryanskii, Alexander F. Pozharskii, Wojciech Schilf, Bohdan Kamieński, Wanda Sawka-Dobrowolska, Lucjan Sobczyk, Eugeniusz Grech

Journal:

European Journal of Organic Chemistry

Year:

2006

Language:

english

File:

PDF, 160 KB

english, 2006

26

1,8-Bis(dialkylamino)-4,5-dinitronaphthalenes and 4,5-Bis(dimethylamino)naphthalene-1,8-dicarbaldehyde as “Push–Pull” Proton Sponges: When and Why Formyl Groups Become Stronger π-Electron Acceptors than Nitro Groups

Valery A. Ozeryanskii, Alexander F. Pozharskii, Alexander K. Artaryan, Nikolai V. Vistorobskii, Zoya A. Starikova

Journal:

European Journal of Organic Chemistry

Year:

2009

Language:

english

File:

PDF, 346 KB

english, 2009

27

tert-Amino effect in naphthalene proton sponges: a novel approach to benzo[h]quinoline and quino[7,8:7’,8’]quinoline derivatives

Maria A. Povalyakhina, Alexander F. Pozharskii, Olga V. Dyablo, Valery A. Ozeryanskii, Oksana V. Ryabtsova

Journal:

Mendeleev Communications

Year:

2010

Language:

english

File:

PDF, 262 KB

english, 2010

28

Protonation of naphthalene proton sponges containing higher N-alkyl groups. Structural consequences on proton accepting properties and intramolecular hydrogen bonding

V.A. Ozeryanskii, D.A. Shevchuk, A.F. Pozharskii, O.N. Kazheva, A.N. Chekhlov, O.A. Dyachenko

Journal:

Journal of Molecular Structure

Year:

2008

Language:

english

File:

PDF, 268 KB

english, 2008

29

N,N,N′-Trialkyl-1,8-diaminonaphthalenes: convenient method of preparation from protonated proton sponges and the first X-ray information

V.A. Ozeryanskii, A.F. Pozharskii, M.G. Koroleva, D.A. Shevchuk, O.N. Kazheva, A.N. Chekhlov, G.V. Shilov, O.A. Dyachenko

Journal:

Year:

2005

Language:

english

File:

PDF, 542 KB

english, 2005

30

5,6-Bis(dimethylamino)acenaphthylene as an activated alkene and ‘proton sponge’ in halogenation reactions

Maxim A. Mekh, Valery A. Ozeryanskii, Alexander F. Pozharskii

Journal:

Year:

2006

Language:

english

File:

PDF, 462 KB

english, 2006

31

2,7-Disubstituted proton sponges as borderline systems for investigating barrier-free intramolecular hydrogen bonds. Protonated 2,7-bis(trimethylsilyl)- and 2,7-di(hydroxymethyl)-1,8-bis(dimethylamino)naphthalenes

Alexander V. Degtyarev, Oxana V. Ryabtsova, Alexander F. Pozharskii, Valery A. Ozeryanskii, Zoya A. Starikova, Lucjan Sobczyk, Alexander Filarowski

Journal:

Year:

2008

Language:

english

File:

PDF, 745 KB

english, 2008

32

2-α-Hydroxybenzhydryl- and 2,7-di(α-hydroxybenzhydryl)-1,8-bis(dimethylamino)naphthalenes: the first examples of stabilization of in/out proton sponge conformers by intramolecular hydrogen bonding. The most flattened amino group ever participating in IHB

Alexander F. Pozharskii, Oksana V. Ryabtsova, Valery A. Ozeryanskii, Alexander V. Degtyarev, Zoya A. Starikova, Lucjan Sobczyk, Alexander Filarowski

Journal:

Tetrahedron Letters

Year:

2005

Language:

english

File:

PDF, 203 KB

english, 2005

33

X-ray diffraction and IR-spectroscopic studies on protonated 4-amino-1,8-bis(dimethylamino)naphthalene

V.A. Ozeryanskii, A.F. Pozharskii, T. Głowiak, I. Majerz, L. Sobczyk, E. Grech, J. Nowicka-Scheibe

Journal:

Journal of Molecular Structure

Year:

2002

Language:

english

File:

PDF, 160 KB

english, 2002

34

Deuterium isotope effects on 15N, 13C and 1H chemical shifts of proton sponges

E Grech, J Klimkiewicz, J Nowicka-Scheibe, M Pietrzak, W Schilf, A.F Pozharski, V.A Ozeryanskii, S Bolvig, J Abildgaard, P.E Hansen

Journal:

Journal of Molecular Structure

Year:

2002

Language:

english

File:

PDF, 474 KB

english, 2002

35

Primary 1H/2H isotope effect in the NMR chemical shift of HClO4 salts of 1,8-bis(dimethylamino)naphthalene derivatives

Piotr Chmielewski, Valery A. Ozeryanskii, Lucjan Sobczyk, Alexander F. Pozharskii

Journal:

Journal of Physical Organic Chemistry

Year:

2007

Language:

english

File:

PDF, 248 KB

english, 2007

36

3-Halo-1-aminoindazoles: An unusual oxidation reaction in chloroform solution

A. F. Pozharskii, A. A. Antonenko, A. I. Chernyshev, G. G. Aleksandrov, V. V. Kuz'menko, V. A. Ozeryanskii

Journal:

Chemistry of Heterocyclic Compounds

Year:

1994

Language:

english

File:

PDF, 665 KB

english, 1994

37

peri-naphthylenediamines

V. A. Ozeryanskii, A. F. Pozharskii

Journal:

Russian Chemical Bulletin

Year:

2000

Language:

english

File:

PDF, 578 KB

english, 2000

38

peri-Naphthylenediamines

V. A. Ozeryanskii, A. F. Pozharskii

Journal:

Russian Chemical Bulletin

Year:

2000

Language:

english

File:

PDF, 208 KB

english, 2000

39

peri-Naphthylenediamines

A. F. Pozharskii, V. A. Ozeryanskii

Journal:

Russian Chemical Bulletin

Year:

1998

Language:

english

File:

PDF, 663 KB

english, 1998

40

peri-naphthylenediamines

V. A. Ozeryanskii, A. F. Pozharskii, N. V. Vistorobskii

Journal:

Russian Chemical Bulletin

Year:

2000

Language:

english

File:

PDF, 511 KB

english, 2000

41

peri-naphthylenediamines

V. A. Ozeryanskii, A. F. Pozharskii, A. M. Fomchenkov

Journal:

Russian Chemical Bulletin

Year:

1998

Language:

english

File:

PDF, 393 KB

english, 1998

42

peri-Naphthylenediamines

V. A. Ozeryanskii, A. F. Pozharskii

Journal:

Russian Chemical Bulletin

Year:

1997

Language:

english

File:

PDF, 372 KB

english, 1997

43

1-Dimethylamino-2,7-dimethoxy-8-methylamino-3,5-dinitronaphthalene and 1,2,4-tribromo-6-dimethylamino-5-methylaminoacenaphthylene: first examples of N—H...N hydrogen bond contraction/expansion in neutral 1,8-diaminonaphthalenes

O. N. Kazheva, G. V. Shilov, O. A. Dyachenko, M. A. Mekh, V. I. Sorokin, V. A. Ozeryanskii, A. F. Pozharskii

Journal:

Russian Chemical Bulletin

Year:

2005

Language:

english

File:

PDF, 293 KB

english, 2005

44

A method for determination of the structure of the intramolecular hydrogen bond in the cations of unsymmetrically substituted 1,8-bis(dimethylamino)naphthalenes in solution

V. A. Ozeryanskii, A. F. Pozharskii

Journal:

Russian Chemical Bulletin

Year:

2006

Language:

english

File:

PDF, 292 KB

english, 2006

45

peri-Naphthylenediamines. 32. Reactions of 4,5-bis(dimethylamino)-1-naphthyllithium and 4,5-bis(dimethylamino)-1-naphthylmagnesium bromide with electrophilic agents. New representatives of double naphthalene “proton sponges” with the structures of 1,1"-binaphthyl ketone and 1,1"-binaphthylmethanol

O. V. Ryabtsova, A. F. Pozharskii, V. A. Ozeryanskii, N. V. Vistorobskii

Journal:

Russian Chemical Bulletin

Year:

2001

Language:

english

File:

PDF, 236 KB

english, 2001

46

peri-Naphthylenediamines. 31. Study of interconversions of 2,3-dihydroperimidines and 1,8-bis(dialkylamino)naphthalenes. Convenient synthesis of 1,2,2,3-tetramethyl-2,3-dihydroperimidine and a monoisopropyl analog of the “proton sponge”

V. A. Ozeryanskii, E. A. Filatova, V. I. Sorokin, A. F. Pozharskii

Journal:

Russian Chemical Bulletin

Year:

2001

Language:

english

File:

PDF, 315 KB

english, 2001

47

peri-Naphthalenediamines: XXXIV. 1,4,5,8-Tetrakis(dimethylamino)naphthalene: Alternative Approaches to Synthesis

V. I. Sorokin, V. A. Ozeryanskii, A. F. Pozharskii

Journal:

Russian Journal of Organic Chemistry

Year:

2002

Language:

english

File:

PDF, 110 KB

english, 2002

48

peri-Naphthylenediamines. 36. 5,6-Bis(dimethylamino)acenaphthylene in [4+2] cycloaddition reactions. Synthesis and characteristic features of protonation of “proton sponges” with the 8,9-diazafluoranthene structure

A. F. Pozharskii, V. A. Ozeryanskii, N. V. Vistorobskii

Journal:

Russian Chemical Bulletin

Year:

2003

Language:

english

File:

PDF, 450 KB

english, 2003

49

peri-Naphthylenediamines. 37. Synthesis of N,N"-diisopropyl-N,N"-dimethyl-1,8-diaminonaphthalene

V. A. Ozeryanskii, A. F. Pozharskii

Journal:

Russian Chemical Bulletin

Year:

2003

Language:

english

File:

PDF, 287 KB

english, 2003

50

peri-Naphthylenediamines. 38. Naphthalene and acenaphthene “proton sponges” with +M substituents inorthopositions with respect toperi-dimethylamino groups

V.A. Ozeryanskii, V.I. Sorokin, A.F. Pozharskii

Journal:

Russian Chemical Bulletin

Year:

2004

Language:

english

File:

PDF, 546 KB

english, 2004

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