A Dinitrodiphenyldiquinoline Host for Selective Inclusion of Polar Guests

Abstract

The molecular framework of 1 has been used as the starting point for the design of new host molecules that use alternative sensor groups to the halogens employed previously. Addition of phenyl substituents increases the opportunities for π‚‚‚π interaction, and consequently, diquinoline 3 was, as expected, a nonhost. However, the further introduction of nitro sensor groups induced selectivity toward the inclusion of polar guest molecules for the first time. Hence the dinitrodiphenyldiquinoline 6 forms 1:1 inclusion compounds when crystallized from polar solvents such as methanol, N,N-dimethylformamide (DMF), and pyridine. The X-ray crystal structures of these compounds are reported and analyzed in crystal engineering terms.

Ternary Inclusion System of Chair Conformation of 4,6,10,12,16,18,22,24-Octahydroxy-2,8,14,20-tetraphenyl-resorcin[4]arene: Selective Green Synthesis, Supramolecular Behavior, and Biological Activity

“…Our research group has been interested in designing and preparing different types of host molecules, and investigating their ability to form host-guest complexes with different guests' functionalities [19][20][21][22][23][24][25][26][27][28][29][30][31][32]. Herein, we describe the selective synthesis, structural conformation, supramolecularity, and bioactivity of the chair conformation of 4,6,10, 12,16,18,22,24-octahydroxy-2,8,14,20-tetraphenyl-resorcin[4]arene host 3 (Scheme 1) and its DMSO-H 2 O ternary inclusion system, as part of an ongoing project aiming to design, synthesize, and investigate new calix [4] arenes compounds [33,34].…”

Kinetic and Isotherm Adsorption Studies on Phenol Removal from Water by Synthesized Dinitrodiphenyldiquinoline Adsorbent

“…Recently, our research group was developing and synthesizing a series of new lattice inclusion compounds and investigating their supramolecular behavior and applications [6][7][8][9][10][11]. The dinitrodiphenyldiquinoline (DNDPDQ) V-shape heterocyclic lattice host is one of the most interesting host molecules [12]. Its supramolecular behavior is unique compared to other diquinoline derivatives, in which it formed selectively hostguest complexes with polar functional groups.…”

New Approach for Base Catalyzed Eco-Friendly Friedländer Synthesis of Racemic 2,10-Dinitro-8,16-diphenyl-6,7,14,15-tetrahydro-7,15-methanocycloocta[1,2-b:5,6-b′]diquinoline-Propanoic Acid Cocrystal: Thermal Properties, Antibacterial Activity, and Self-Assembly

“…Currently, supramolecular chemistry attracted chemists to remain dedicated to discovering and developing new and better solvent-free approaches for efficient eco-friendly synthesis of many existing and new compounds [7][8]. Our research group has been interested in developing and synthesizing different types of solid molecules with different functionalities, and testing their ability to form different forms of lattice inclusion compounds that can help in understanding the inclusion phenomena [9][10][11][12][13][14][15][16][17][18][19][20][21][22]. Recently, we were interested in designing, developing, and synthesizing new diquinoline hosts; our interest in this type of compounds is due to the fact that quinolines derivatives are used as drugs for different diseases such as malaria, schizophrenia, and tuberculosis, apart from being studied as supramolecular hosts [23].…”