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Aziridines as Complex Ligands: Coordination and Ring Opening
Author(s) -
Lorenz IngoPeter,
von Beckerath Stephan,
Nöth Heinrich
Publication year - 1998
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/(sici)1099-0682(199805)1998:5<645::aid-ejic645>3.0.co;2-1
Subject(s) - chemistry , ring (chemistry) , ligand (biochemistry) , aziridine , molybdenum , stereochemistry , crystallography , nucleophile , alkene , medicinal chemistry , inorganic chemistry , catalysis , organic chemistry , biochemistry , receptor
The photolytically induced CO substitution reactions of CpMn(CO) 3 with N ‐phenylaziridine and of W(CO) 6 with 2,2‐dimethylaziridine lead to the N ‐coordinated aziridine complexes Cp(CO) 2 Mn{N(Ph)CH 2 CH 2 } and (CO) 5 W{N(H)CH 2 CMe 2 }. Both are stable with respect to thermal alkene elimination. The thermal reaction of Cp(CO) 3 MoCl with N ‐hydroxyethylaziridine leads to the metallaheterocyclic compound Cp(CO) 2 MoNH(CH 2 CH 2 OH)CH 2 CH 2 C(O). It might be formed by several reaction steps including a Cl migration with nucleophilic ring opening, a CO insertion reaction forming the β‐aminoacyl ligand and finally a hydrolytic process. The X‐ray structure analysis of Cp(CO) 2 Mn{N(Ph)CH 2 CH 2 } and (CO) 5 W{N(H)CH 2 CMe 2 } shows three‐membered‐ring ligands N ‐bonded to the metal atoms with a trigonal pyramidal configuration at the nitrogen atoms. The X‐ray structure analysis of Cp(CO) 2 MoNH(CH 2 CH 2 OH)CH 2 CH 2 C(O) reveals a five‐membered heterocyclic ring system, including the molybdenum atom, a carbonyl function and an ammonium center.