Pyridinophanes (review)

Abstract

Methods for the production of o-, m-, and p-pyridinophanes containing only one pyridine ring and an allcarbon polymethylene chain are reviewed.Pyridinophanes are bridged compounds of pyridines in which a polymethylene chain links the o-(2,3-and 3,4-), m-(2,4-, 3,5-, and 2,6-), and p-(2,5-) positions of the ring. All these forms are represented by structures (I-IV), where n is the number of links in the polymethylene chain [1, 2].

Functionalized pyridine in pyclen-based iron(iii) complexes: evaluation of fundamental properties

“…24,25 Metal complexes derived from L2 and modications to the C-C linkers have been extensively explored, as noted above. 8,[25][26][27] The 4-OMe substituted pyridinophane was studied as a precursor to a scaffold used for iron-catalyzed oxidation chemistry. 26 The 4-Br substituted pyridinophane was developed as an intermediate for synthesis of molecules explored for biomedical imaging.…”

Synthesis of indole–cycloalkyl[b]pyridine hybrids via a four-component six-step tandem process

“…Carbocyclic or heterocyclic fused pyridine derivatives are an important class of compounds omnipresent in natural products and biologically relevant synthetic compounds [ 23 – 27 ]. For example, imiquimod is an immune response modifier used to treat warts on the skin and certain type of skin cancer called superficial basal cell carcinoma ( Fig.…”

“…Among the several methods available for the synthesis of pyridines or cycloalkyl-fused pyridines [ 23 – 27 35 – 44 ], the one-pot four-component reaction of cyclic/acyclic ketones, malononitrile, aromatic aldehyde and ammonium acetate affording 2-amino-3-cyanopyridine derivatives have been explored extensively [ 45 – 55 ]. However, syntheses of pyridine scaffolds bearing an indole side chain have received less attention.…”

Analysis of the Electronic Circular Dichroism Spectrum of (−)–[9](2,5)Pyridinophane

“…4 Pyridinophanes, the nitrogen analogs of cyclophanes, are the most common form of the now large family of hetherophanes. 5 They are bridged compounds derived for pyridine, where a polymethylene chain links two of the carbon atoms in the aromatic ring. The nomenclature [n](a,b)Pyridinophane refers to the system with n methylenes in the bridging chain, linking to carbon atoms a and b of pyridine.…”