Crystal engineering of molecules with through-space α-effect hydrogen bonds: 3a,6 : 7,9a-diepoxybenzo[<i>de</i>]isoquinolines possessing a free amino group-Reference-Cited by-同舟云学术

Crystal engineering of molecules with through-space α-effect hydrogen bonds: 3a,6 : 7,9a-diepoxybenzo[de]isoquinolines possessing a free amino group

Published:2022 Issue:34 Volume:24 Page:6093-6100
ISSN:1466-8033
Container-title:CrystEngComm
language:en
Short-container-title:CrystEngComm

Author:

Antonova Alexandra S.¹,Nikitina Eugeniya V.¹,Valchuk Karina S.¹,Grigoriev Mikhail S.²,Gomila Rosa M.³^ORCID,Frontera Antonio³^ORCID,Zubkov Fedor I.¹^ORCID

Affiliation:

1. A. N. Frumkin Institute of Physical Chemistry and Electrochemistry, Russian Academy of Sciences, Leninsky pr. 31, bld. 4, 119071 Moscow, Russian Federation

2. Faculty of Science, Peoples' Friendship University of Russia (RUDN University), 6 Miklukho-Maklaya St, 117198 Moscow, Russian Federation

3. Department of Chemistry, Universitat de les Illes Balears, Crta. de Valldemossa km 7.5, 07122 Palma de Mallorca (Baleares), Spain

Abstract

The existence of a “through-space” alpha-effect is analyzed in all-cis 3a,6 : 4,5 : 7,9a-triepoxy and 3a,6 : 7,9a-diepoxybenzo[de]isoquinolines. It is demonstrated that the H-bonds are enhanced by the α-effect.

Funder

Ministerio de Ciencia e Innovación

RUDN University

Publisher

Royal Society of Chemistry (RSC)

Subject

Condensed Matter Physics,General Materials Science,General Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2022/CE/D2CE00903J

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3. Synthesis, X-ray characterization and theoretical study of 3a,6:7,9a-diepoxybenzo[de]isoquinoline derivatives: on the importance of F⋯O interactions

4. The Factors Determining Nucleophilic Reactivities

5. Experimental Validation of the α-Effect in the Gas Phase