V. A. Ozeryanskii

Organometallic Synthesis of 2,3,6,7-Tetrasubstituted 1,8-Bis(dimethylamino)naphthalenes for Investigation of the Double Buttressing Effect in Proton Sponges featured image

Organometallic Synthesis of 2,3,6,7-Tetrasubstituted 1,8-Bis(dimethylamino)naphthalenes for Investigation of the Double Buttressing Effect in Proton Sponges

The first case of successful suppression of the coordination of a lithium atom with a dialkylamino group by the effective conjugation of the latter with the aromatic core has been …

a.-v.-marchenko
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Proton-induced fluorescence in modified quino[7,8-h]quinolines: dual sensing for protons and π-donors featured image

Proton-induced fluorescence in modified quino[7,8-h]quinolines: dual sensing for protons and π-donors

The synthesis, as well as spectral, structural and photoluminescence properties of dipyrido[3,2-e:2′,3′-h]acenaphthene 5 and quinazolino[7,8-h]quinazolines 6 as representatives of …

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Prof. Alexander Pozharskii
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10-Dimethylamino derivatives of benzo[h]quinoline and benzo[h]quinazolines: fluorescent proton sponge analogues with opposed peri-NMe2/–N= groups. How to distinguish between proton sponges and pseudo-proton sponges featured image

10-Dimethylamino derivatives of benzo[h]quinoline and benzo[h]quinazolines: fluorescent proton sponge analogues with opposed peri-NMe2/–N= groups. How to distinguish between proton sponges and pseudo-proton sponges

For the first time, 10-dimethylamino derivatives of benzo[h]quinoline 6 and benzo[h]quinazoline 7a–e as mixed analogues of archetypal 1,8-bis(dimethylamino)naphthalene (“proton …

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Prof. Alexander Pozharskii
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Ring lithiation of 1,8-bis(dimethylamino)naphthalene: another side of the „proton sponge coin” featured image

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

It has been found that 1,8-bis(dimethylamino)naphthalene (DMAN), unlike N,N-dimethylaniline, undergoes ring metallation in the n-BuLi–TMEDA–Et2O system with a low selectivity and …

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Dr. Alexander Antonov
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Base-promoted transformation of 2-C(O)R-1,8-bis(dimethylamino)naphthalenes into benzo[g]indole derivatives featured image

Base-promoted transformation of 2-C(O)R-1,8-bis(dimethylamino)naphthalenes into benzo[g]indole derivatives

1,8-Bis(dimethylamino)naphthalenes bearing 2-positioned trifluoroacetyl or ethoxycarbonyl group on treatment with 2-lithio-1,8-bis-dimethylamino)naphthalene undergo base-promoted …

kachalkina
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Ortho-ketimines of 1,8-bis(dimethylamino)naphthalene: Synthesis, hydrolytic stability and transfer of basicity from proton sponge moiety to the imino function featured image

Ortho-ketimines of 1,8-bis(dimethylamino)naphthalene: Synthesis, hydrolytic stability and transfer of basicity from proton sponge moiety to the imino function

A series of 2-ketimines and 2,7-diketimines of 1,8-bis(dimethylamino)naphthalene (proton sponge, DMAN) have been obtained and converted into the corresponding ketones via acidic …

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Dr. Alexander Antonov
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Out-Basicity of 1,8-bis(dimethylamino)naphthalene: The experimental and theoretical challenge featured image

Out-Basicity of 1,8-bis(dimethylamino)naphthalene: The experimental and theoretical challenge

A possibility of non-conventional two-step protonation of 1,8-bis(dimethylamino)naphthalene (proton sponge) is discussed. Unlike the generally accepted mechanism, involving …

v.-a.-ozeryanskii
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H-Bond-Assisted Intramolecular Nucleophilic Displacement of the 1-NMe2 Group in 1,8-Bis(dimethylamino)naphthalenes as a Route to Multinuclear Heterocyclic Compounds and Strained Naphthalene Derivatives featured image

H-Bond-Assisted Intramolecular Nucleophilic Displacement of the 1-NMe2 Group in 1,8-Bis(dimethylamino)naphthalenes as a Route to Multinuclear Heterocyclic Compounds and Strained Naphthalene Derivatives

It has been shown that azomethines, hydrazones, and oximes derived from 2(7)-carbonyl derivatives of 1,8-bis(dimethylamino)naphthalene can undergo acid-catalyzed heterocyclization …

m.-a.-povalyakhina
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