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[6]–[9]Metacyclophanes: Synthesis, Crystal Structures, and NMR and UV Spectroscopy
Author(s) -
Shuvalov Vladislav Yu.,
Eltsov Ilia V.,
Tumanov Nikolay A.,
Boldyreva Elena V.,
Nefedov Andrey A.,
Sagitullina Galina P.
Publication year - 2017
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201700946
Subject(s) - chemistry , pyridinium , aromaticity , benzene , nitro , nuclear magnetic resonance spectroscopy , spectroscopy , crystallography , stereochemistry , organic chemistry , molecule , alkyl , physics , quantum mechanics
Metacyclophanes have been developed as non‐planar aromatic compounds with unusual physical properties. [6]–[9]Metacyclophanes were synthesized by rearrangement of 3‐nitro(perhydrocycloalka)[ b ]pyridinium salts, and analysis of their spectroscopic data and X‐ray diffraction patterns indicates the aromaticity and flexibility of their benzene rings. The effectiveness and simplicity of the synthesis makes it possible to use them as available precursors in the synthesis of retinoids, indolophanes, and carbazolophanes.