NDLI: Polymorphs, enantiomorphs, chirality and helicity in [Rh{N,O}(η4-cod)] complexes with {N,O} = salicylaldiminato Schiff base or aminocarboxylato ligands

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Polymorphs, enantiomorphs, chirality and helicity in [Rh{N,O}(η⁴-cod)] complexes with {N,O} = salicylaldiminato Schiff base or aminocarboxylato ligands

Content Provider	Royal Society of Chemistry (RSC)
Author	Chamayou, Anne-Christine Hagen, Karl S. Uddin, A. K. M. Royhan Uddin, Mohammad Janiak, Christoph Enamullah, Mohammed
Copyright Year	2009
Abstract	The dimeric complex acetato(η4-cycloocta-1,5-diene)rhodium(I), [Rh(O2CMe)(η4-cod)]2 (cod = cycloocta-1,5-diene) reacts with N,O-chelating Schiff-base ligands or with N-phenylglycine to afford the diminato- or aminocarboxylato(η4-cycloocta-1,5-diene)rhodium(I) complexes [{Rh(η4-cod)}2(salen)] (1), [{Rh(η4-cod)}2(salophen)] (2), [Rh((S)-N-phenylglycinato)(η4-cod)] (3S), [Rh(rac-N-phenylglycinato)(η4-cod)] (3rac), [Rh((R)-N-(4-methoxphenyl)ethyl-2-oxo-1-naphthaldiminato)(η4-cod)] (4) and [Rh(N-(o-tolyl)-2-oxo-1-naphthaldiminato)(η4-cod)] (5) [salen2− = N,N′-ethylene-bis(salicylaldiminato), salophen2− = N,N′-(1,2-phenylene)-bis(salicylaldiminato)]. The complexes are characterized by IR-, UV/Vis-, 1H/13C-NMR- and mass-spectroscopy. Complexes 1, 2, 4 and 5 contain six-membered metallaaromatic Rh–(N–CCC–O)-chelate rings which accept C–H⋯π contacts. The crystal structure of 2 presents a polymorph (dimorph) (2a) to a previously reported structure (2b, CSD refcode SCLIRB10). Polymorphic forms 2a and 2b are traced to a different interlocking of adjacent dinuclear molecules with their corrugated van der Waals surface. The achiral N-phenylglycine ligand gives a chiral N-phenylglycinato complex [Rh(O2C–CH2–NHPh)(η4-cod)] (3) with the nitrogen atom becoming the stereogenic center upon metal coordination. Complex 3 can crystallize as the enantiomorph 3S in the tetragonal, chiral space groupP41 in a spontaneous resolution of the racemic mixture into homo-chiral helix-enantiomers due to inter-molecular N–H⋯O hydrogen bonding which connects only molecules of the same (S-) configuration into (right-handed or P-) 41-helical chains. Variation of the crystallization conditions gives 3 as a racemic polymorphic 3rac. R- and S-complexes 3 assemble in the polymorph 3rac in parallel chains along the 21-axes through N–H⋯O hydrogen bonding. Again, only molecules of the same configuration are combined into a chain, albeit neighboring chains have complexes of opposite configuration. The chiral enantiomeric naphthaldiminato complex 4 displays a herring-bone arrangement. Achiral compound 5 crystallizes in the non-centrosymmetric polar space groupCc where all molecules show the same orientation.
Starting Page	3698
Ending Page	3709
Page Count	12
File Format	HTM / HTML PDF
ISSN	14779226
Volume Number	0
Issue Number	19
Journal	Dalton Transactions
DOI	10.1039/b820072f
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Open
Subject Keyword	Rhodium Salen ligand Willem C. Vis Moot Shapeshifting Polymorphism (materials science) Van der Waals force Ligand Chirality Nitrogen Stereocenter Chirality (mathematics) Tetragonal crystal system Racemic mixture Hydrogen bond Polar space
Content Type	Text
Resource Type	Article
Subject	Inorganic Chemistry

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