A Family of Bisnaphthyl C(2)-Symmetric and Asymmetric Clefts: Synthesis, Solid-State Structure, and Calculation of the Interplanar Angle

[Image: see text] The synthesis of a new family of naphthalenoid C(2)-symmetric clefts has been realized through a four-step synthetic sequence giving three C(2)-symmetric clefts and a rare nonsymmetric example. Subsequently, stereoselective reduction of the carbonyl groups at C-8 and C-16 then prov...

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Autores principales: Mohammed Elgadi, Gazalah S., Elsegood, Mark R. J., Patel, Miheal, Netz, Paulo. A., de Oliveira, Tiago E., Kimber, Marc C.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10028689/
https://www.ncbi.nlm.nih.gov/pubmed/36854174
http://dx.doi.org/10.1021/acs.joc.2c03002
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author Mohammed Elgadi, Gazalah S.
Elsegood, Mark R. J.
Patel, Miheal
Netz, Paulo. A.
de Oliveira, Tiago E.
Kimber, Marc C.
author_facet Mohammed Elgadi, Gazalah S.
Elsegood, Mark R. J.
Patel, Miheal
Netz, Paulo. A.
de Oliveira, Tiago E.
Kimber, Marc C.
author_sort Mohammed Elgadi, Gazalah S.
collection PubMed
description [Image: see text] The synthesis of a new family of naphthalenoid C(2)-symmetric clefts has been realized through a four-step synthetic sequence giving three C(2)-symmetric clefts and a rare nonsymmetric example. Subsequently, stereoselective reduction of the carbonyl groups at C-8 and C-16 then provides cleft molecules with hydrogen bonding potential. Using single-crystal X-ray and computational analysis, the cleft angle of the dione has been determined.
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spelling pubmed-100286892023-03-22 A Family of Bisnaphthyl C(2)-Symmetric and Asymmetric Clefts: Synthesis, Solid-State Structure, and Calculation of the Interplanar Angle Mohammed Elgadi, Gazalah S. Elsegood, Mark R. J. Patel, Miheal Netz, Paulo. A. de Oliveira, Tiago E. Kimber, Marc C. J Org Chem [Image: see text] The synthesis of a new family of naphthalenoid C(2)-symmetric clefts has been realized through a four-step synthetic sequence giving three C(2)-symmetric clefts and a rare nonsymmetric example. Subsequently, stereoselective reduction of the carbonyl groups at C-8 and C-16 then provides cleft molecules with hydrogen bonding potential. Using single-crystal X-ray and computational analysis, the cleft angle of the dione has been determined. American Chemical Society 2023-02-28 /pmc/articles/PMC10028689/ /pubmed/36854174 http://dx.doi.org/10.1021/acs.joc.2c03002 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Mohammed Elgadi, Gazalah S.
Elsegood, Mark R. J.
Patel, Miheal
Netz, Paulo. A.
de Oliveira, Tiago E.
Kimber, Marc C.
A Family of Bisnaphthyl C(2)-Symmetric and Asymmetric Clefts: Synthesis, Solid-State Structure, and Calculation of the Interplanar Angle
title A Family of Bisnaphthyl C(2)-Symmetric and Asymmetric Clefts: Synthesis, Solid-State Structure, and Calculation of the Interplanar Angle
title_full A Family of Bisnaphthyl C(2)-Symmetric and Asymmetric Clefts: Synthesis, Solid-State Structure, and Calculation of the Interplanar Angle
title_fullStr A Family of Bisnaphthyl C(2)-Symmetric and Asymmetric Clefts: Synthesis, Solid-State Structure, and Calculation of the Interplanar Angle
title_full_unstemmed A Family of Bisnaphthyl C(2)-Symmetric and Asymmetric Clefts: Synthesis, Solid-State Structure, and Calculation of the Interplanar Angle
title_short A Family of Bisnaphthyl C(2)-Symmetric and Asymmetric Clefts: Synthesis, Solid-State Structure, and Calculation of the Interplanar Angle
title_sort family of bisnaphthyl c(2)-symmetric and asymmetric clefts: synthesis, solid-state structure, and calculation of the interplanar angle
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10028689/
https://www.ncbi.nlm.nih.gov/pubmed/36854174
http://dx.doi.org/10.1021/acs.joc.2c03002
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