Tadeusz Holak

Two‐Step Synthesis of Complex Artificial Macrocyclic Compounds

The design and synthesis of head-to-tail linked artificial macrocycles using the Ugi-reaction has been developed. This synthetic approach of just two steps is unprecedented, short, efficient and works over a wide range of medium (8-11) and macrocyclic (≥12) loop sizes. The substrate scope and functional group tolerance is exceptional. Using this approach, we have synthesized 39 novel macrocycles by two or even one single synthetic operation. The properties of our macrocycles are discussed with respect to their potential to bind to biological targets that are not druggable by conventional, drug-like compounds. As an application of these artificial macrocycles we highlight potent p53-MDM2 antagonism.

Infrared properties of β-diketo-γ-enes and their copper (II) chelates

Abstract The CO double bond stretching frequencies have been assigned in the spectra of β-diketo-γ-enes. Copper (II) chelates of these β-diketones are also described and it is found that the copper (II) chelates of the cyclopentanone derivatives of β-diketo-γ-enes are more stable than the chelates derived from cyclohexanone.