From Cyclic Peptoids to Peraza-macrocycles: A General Reductive Approach

Area of Science:

• Organic chemistry
• Coordination chemistry
• Supramolecular chemistry

Background:

• Peraza-macrocycles form highly stable chelates.
• These macrocycles have applications in diagnostic imaging (MRI, SPECT, PET), coordination chemistry, and catalysis.

Purpose of the Study:

• To report an advantageous method for preparing peraza-macrocycles.
• To synthesize a range of homo- and heterosubstituted aza-coronands.

Main Methods:

• BH3-induced reduction of cyclic peptoids.
• Synthesis of 10 aza-coronands with varying sizes and side chains.
• Single-crystal X-ray diffraction analysis of free, protonated, and Na+ coordinated polyaza-derivatives.

Main Results:

• Successful synthesis of 10 diverse aza-coronands.
• Demonstration of a facile and advantageous preparation method.
• Structural elucidation of key derivatives through X-ray crystallography.

Conclusions:

• The BH3-induced reduction of cyclic peptoids is an effective strategy for synthesizing peraza-macrocycles.
• The synthesized compounds exhibit high stability and structural diversity.
• This method provides access to valuable compounds for various applications.