2,7-Bis(4-acetyl-phen-oxy)naphthalene.

Acta Crystallogr Sect E Struct Rep Online

Published: March 2008

The title compound, C(26)H(20)O(4), has an asymmetrical conformation at 193 K. The 4-acetyl-phenyl groups are twisted away from the the naphthalene ring system, with one benzene ring turned towards the 1-position of the naphthalene ring and the other benzene ring turned towards the 6-position. The inter-planar angles between the mean planes of the benzene rings and the naphthalene ring system are 68.71 (6) and 74.01 (6)°. The structure displays C-H⋯O hydrogen bonding and π-π stacking inter-actions [centroid-centroid and interplanar distances are 3.5938 (9) and 3.517 Å, respectively].

Download full-text PDF

Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC2960926PMC
http://dx.doi.org/10.1107/S1600536808007496DOI Listing

Publication Analysis

Top Keywords

naphthalene ring
12
ring system
8
benzene ring
8
ring turned
8
ring
5
27-bis4-acetyl-phen-oxynaphthalene title
4
title compound
4
compound c26h20o4
4
c26h20o4 asymmetrical
4
asymmetrical conformation
4

Similar Publications

Synthesis of naphthalene derivatives via nitrogen-to-carbon transmutation of isoquinolines.

Sci Adv

January 2025

Key Laboratory of Synthetic and Natural Functional Molecule of the Ministry of Education, College of Chemistry and Materials Science, Northwest University, Xi'an 710069, China.

Heteroarene skeletal editing is gaining popularity in synthetic chemistry. Transmuting single atoms generates molecules that have distinctly varied properties, thereby fostering potent molecular exchanges that can be extensively used to synthesize functional molecules. Herein, we present a convenient protocol for nitrogen-carbon single-atom transmutations in isoquinolines, which is inspired by the Wittig reaction and enables easy access to substituted naphthalene derivatives.

View Article and Find Full Text PDF

Antileishmanial and Antitrypanosomal Trends of Synthetic Tetralone Derivatives.

Drug Dev Res

February 2025

Department of Pharmaceutical Chemistry, College of Pharmacy, Jouf University, Sakaka, Aljouf, Saudi Arabia.

Leishmaniasis and trypanosomiasis are parasitic diseases that are closely linked to poverty, pose significant local burdens, and are common in tropical and subtropical regions. Various synthetic tetralone derivatives were studied as potential scaffolds for antileishmanial and antitrypanosomal activities. The compounds were studied for their effectiveness against multiple kinetoplastid protozoan pathogens: Leishmania major, Leishmania mexicana, and bloodstream trypomastigotes of Trypanosoma brucei brucei.

View Article and Find Full Text PDF

Skeletal Editing through Cycloaddition and Subsequent Cycloreversion Reactions.

Acc Chem Res

January 2025

Organisch-Chemisches Institut, Universität Münster, Corrensstrasse 40, 48149 Münster, Germany.

ConspectusSkeletal editing, which involves adding, deleting, or substituting single or multiple atoms within ring systems, has emerged as a transformative approach in modern synthetic chemistry. This innovative strategy addresses the ever-present demand for developing new drugs and advanced materials by enabling precise modifications of molecular frameworks without disrupting essential functional complexities. Ideally performed at late stages of synthesis, skeletal editing minimizes the need for the cost- and labor-intensive processes often associated with synthesis, thus accelerating the discovery and optimization of complex molecular architectures.

View Article and Find Full Text PDF

Pentalene (C8H6) and NN- and BB-bridged heterocyclic analogues (BN)4H6, derived by replacement of CC pairs with BN, are taken as  paradigms for tuning of ring-current (anti)aromaticity by variation of π charge, electronegativity and substitution pattern.  Ab initio calculation of maps for the π current density induced in these model systems by a perpendicular external magnetic field exhibits the full range of tropicity, from diatropic aromatic to nonaromatic to paratropic antiaromatic, with a ready rationalisation in terms of an orbital model.  Further calculations on systems of varying charge in which these motifs are embedded in extended PAH systems with naphthalene and phenanthrene 'clamps' show promise for switching between current patterns and related  opto-electronic properties.

View Article and Find Full Text PDF

Eleutherlene A (), an unprecedented carbon skeleton featuring an aryl-fused 6-methyl-2,7-dioxabicyclo[3.2.1]octane unit, and eleutherlene B (), a naphthoquinone derivative with interesting ring fusion of an α,β-unsaturated γ-lactam and a tetrahydropyran moiety, along with two novel naphthoquinone alkaloids, eleutherlenes C () and D (), were isolated from and identified.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!