Chiral non-racemic perazamacrocyles containing three or more nitrogen atoms
in the form of different functions (amine, amide, imine) are prepared from optically active
amines, diamines, α-aminoacids, and their derivatives, by properly selected methodologies.
The many applications of these optically pure perazamacrocycles rely on the basic and/or
hydrogen bond donor properties of the nitrogen functions and include metal ions
coordination, supramolecular chemistry, material science, molecular and enantioselective
recognition, and asymmetric catalysis. Part 1 describes the preparation of polyamino,
poly(amino-amido), polyamido macrocycles by procedures involving mainly nucleophilic
substitution and acylation reactions, but also ring closing metathesis, multicomponent and
click reactions in the cyclization step.
Keywords: Acylic nucleophilic substitution, aldol condensation, alkyne-azide
cycloaddition (click reaction), amides, amines, asymmetric synthesis, atkinsrichman
procedure, aziridine ring opening, bridged macropolycycles, chiral
stationary phase, chiral perazamacrocycle, cyclam, cyclization, cyclophane,
cyclopolypeptide, enantioselective catalysis, enantioselective recognition,
epoxidation, ex-chiral pool synthesis, guanidinium macrocycles, henry reaction,
imines, lactamization, metal complexes, metal ion coordination, mitsunobu
reaction, molecular knot, molecular recognition, multicomponent reaction,
nitrogen ligands, nucleophilic substitution, on-resin synthesis, perazamacrocycles,
pseudopolypeptide, radiopharmaceutical, receptor (macrocyclic), reductive
coupling, reduction, ring closing metathesis, ring closure, ring opening,
superoxide dismutase mimics, supramolecular chemistry, ugi reaction.
