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Dimeric Metallo‐Organic Supramolecular Quinoxaline Stacking Synthons
Author(s) -
Heirtzler Fenton,
Dias Sandra,
Neuburger Markus
Publication year - 2004
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.200300531
Subject(s) - chemistry , synthon , supramolecular chemistry , stacking , quinoxaline , intramolecular force , crystallography , ligand (biochemistry) , stereochemistry , self assembly , copper , condensation , crystal structure , organic chemistry , receptor , biochemistry , physics , thermodynamics
Condensation of ortho ‐phenylene diamines with an unsymmetrical 2,6′‐bipyridyl‐2′′‐pyridyl α‐diketone ( 2 ) affords helical ligands 3a and 3b that self‐assemble in the presence of copper( I ) to produce the helical, dimeric metallo‐organic complexes [ 3a 2 Cu 2 ][PF 6 ] 2 and [ 3b 2 Cu 2 ][PF 6 ] 2 . These complexes have a flat, double‐decker‐like structure that results from atopomeric twisting in the ligand scaffolding, as confirmed by X‐ray crystal structural analysis on [ 3a 2 Cu 2 ][PF 6 ] 2 . This study also indicates a close parallel between the distances involved in inter‐ and intramolecular stacking phenomena. Detailed NMR spectroscopic analysis of both complexes indicates that their dications possess very closely related solution‐state structures. Achieving this self‐assembly program is an important step towards realizing dimerically self‐assembled metallo‐organic materials that have a discotic alignment. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)