ArticleCrystal growth & design2011
Molecular Self Assembly: Solvent Guests Tune the Conformation of a Series of 2,6-Bis(2-anilinoethynyl)pyridine-Based Ureas.
Article in Crystal growth & design, 2011. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 13 papers.
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Who cites it
13 citing papers in PubMed, 20 citations in OpenAlex.
- Solvent-Controlled Self-Assembled Oligopyrrolic Receptor.Molecules (Basel, Switzerland) · 2021Article
- Solvent-Dependent Linear Free-Energy Relationship in a Flexible Host-Guest System.The Journal of organic chemistry · 2020Article
- Tuning Supramolecular Selectivity for Hydrosulfide: Linear Free Energy Relationships Reveal Preferential C-H Hydrogen Bond Interactions.Journal of the American Chemical Society · 2020Article
- The road to aryl CHanion binding was paved with good intentions: fundamental studies, host design, and historical perspectives in CH hydrogen bonding.Chemical communications (Cambridge, England) · 2019Article
- Do CH-Anion and Anion-π Interactions Alter the Mechanism of 2:1 Host-Guest Complexation in Arylethynyl Monourea Anion Receptors?Chemistry (Weinheim an der Bergstrasse, Germany) · 2017Article
- Harnessing solid-state packing for selective detection of chloride in a macrocyclic anionophore.Chemical communications (Cambridge, England) · 2016Article
- "Off-on" aggregation-based fluorescent sensor for the detection of chloride in water.Organic & biomolecular chemistry · 2015Article
- Solid-State Examination of Conformationally Diverse Sulfonamide Receptors Based on Bis(2-anilinoethynyl)pyridine, -Bipyridine, and -Thiophene.Crystal growth & design · 2015Article
- Ion and molecular recognition using aryl-ethynyl scaffolding.Chemistry, an Asian journal · 2015Review
- Synthesis and solid-state structures of a macrocyclic receptor based on the 2,6-bis(2-anilinoethynyl)pyridine scaffold.CrystEngComm · 2014Article
- Aryl C-H···Cl(-) hydrogen bonding in a fluorescent anion sensor.Chemical communications (Cambridge, England) · 2013Article
- Synthesis and optoelectronic properties of 2,6-bis(2-anilinoethynyl)pyridine scaffolds.Chemical science · 2012Article
- Anion-directed self-assembly of a 2,6-bis(2-anilinoethynyl)pyridine bis(amide) scaffold.Supramolecular chemistryArticle
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Authors and funding
6 authors at 1 institution in 1 country.
Funding
Abstract
The conformations of 2,6-bis(2-anilinoethynyl)pyridine-based urea receptors were studied by single crystal X-ray diffraction methods and revealed a rich conformational flexibility influenced by solvents. Whereas receptor L(1) in DMSO prefers an "S" conformation, receptor L(1) crystallizes in an "O" conformation from DMSO/CH(3)OH binary solvent system, and a "W" conformation in the ternary solvent mixture DMSO/toluene/1,4-dioxane. In the case of L(2), the molecule adopts an "S" conformation where water molecules are sandwiched between two molecules of L(2) to form a dimer. Similar to L(2), L(3) also forms a dimer where water molecules are sandwiched between L(3) molecules, which are capped with two molecules of DMSO. Such a capping DMSO solvate is lacking in the case of L(2). Taken together, these results demonstrate that the conformation of 2,6-bis(2-anilinoethynyl) pyridine-based urea receptors can be dramatically manipulated and tuned by the choice of crystallization solvents.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.