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US 10,138,192 B2Granted
Cyclobenzoins
AssigneeUniversity of Houston System
InventorsOgnjen Miljanic, Qing Ji
Life of this patent
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Abstract
One-step cyanide-catalyzed benzoin condensations for synthesizing shape persistent cyclobenzoin macrocycles. Selected dialdehydes, and cyanide salts are reacted in aqueous solvents to form such cyclobenzoin macrocycles.
Claims21
A one-step method of synthesizing a cyclobenzoin macrocycle, comprising:
- reacting a dialdehyde (A) in a concentration of between 0.1M to 1M, and a cyanide salt catalyst in an aqueous solvent wherein said solvent is in a 1:1 molar ratio with H2O to form a cyclobenzoin (B) macrocycle, wherein n is selected from group comprising 1, 2, or 3;
- and M is 3, or 4, and wherein said reacting the dialdehyde and the cyanide salt catalyst comprises refluxing at a temperature of about 100° C.
A cyclotetrabenzoin macrocycle;
- comprising:
- a square shape-persistent 3-dimensional structure, wherein said square shape-persistent 3-dimensional structure comprises four outer polar α-hydroxyketone moieties;
- and
- a central nonpolar cavity, or a cone shape-persistent 3-dimensional structure, wherein said cone shape-persistent 3-dimensional structure comprises convergent anionic and cationic binding groups .
1 more element
Dependencies are inferred from the claim text.