Redesign of archetypical porphyrin frame, introducing of CH unit(s) in place of one of the pyrrolic nitrogen atoms, created an original class of macrocycles - carbaporphyrinoids, which reveal fascinating properties in terms of their electronic structure, aromaticity and their potential ability to bind metal ions. Carbaporphyrinoids realize the specific concept of macrocyclic ligand construction by fusing the structural frame of porphyrin and carbon donor(s) introduced by appropriately chosen moieties. The entrapment of metal ions in a coordination core of carbaporphyrinoids creates an efficient protection of the metal-carbon bond and allows to stabilize extremely rare oxidation/electronic states in organometallic environments. These macrocycles enforce the specific intramolecular reactivity and frequently exotic coordination architectures: 1- 12. The azulene moiety of azuliporphyrinoids provides the π-surface to bind the ruthenium cluster in a three-dimensional design of 11. A contraction of m- or p-phenylene – embedded in m- or p-benziporphyrins 1, 2 and 3 – to cyclopentadiene, mediated by metal cations produced complexes of 21-carbaporphyrins 4 - 7. They reveal the unique inner core transformations including the reversible hydride or alkyl transfers. Noticeably, that the palladium(II) azulene-bridged A,D-dithiahexaphyrin undergoes the hydroxyl-triggered azulene contraction or isomerization to an oxynaphthalene unit of 12, transforming the hexaphyrin framework into meso-linked carbaporphyrins. In due course one can expect that carbaporphyrinoids can prompt developments in organometallic chemistry building on “exotic” reactivity of built-in carbocyclic moieties.