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Formation of Peptides at Half‐Sandwich Complexes Using β‐ and γ‐Amino Acid Esters and a Facile Dipeptide Synthesis from an N , O ‐Glycinato Half Sandwich Complex [RuCl(NH 2 CH 2 CO 2 )(η 6 ‐C 6 Me 6 )]
Author(s) -
Haas Katharina,
Beck Wolfgang
Publication year - 2001
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 - 10.1002/1099-0682(200109)2001:10<2485::aid-ejic2485>3.0.co;2-t
Subject(s) - dipeptide , chemistry , tripeptide , amino acid , glycine , stereochemistry , peptide , ruthenium , metal , medicinal chemistry , catalysis , organic chemistry , biochemistry
The tripeptide ester complexes 2 and 3 are obtained from the diglycine ester complex [RuCl( N , N ′‐glyglyOMe‐H + )(η 6 ‐C 6 Me 6 )] and the amino acid esters H 2 N(CH 2 ) n CO 2 Me ( n = 2, 3). The reaction of the N , O ‐glycinato complex [RuCl(NH 2 CH 2 CO 2 )(η 6 ‐C 6 Me 6 )] with the β‐, γ‐ and δ‐amino acid methyl esters H 2 N(CH 2 ) n CO 2 Me ( n = 2,3,4) in CH 3 OH and in the presence of NaOMe affords the η 3 ‐ N , N ′ O ‐dipeptide complexes [Ru{H 2 N(CH 2 ) n CONCH 2 CO 2 }(η 6 ‐C 6 Me 6 )] 5 − 7 in good yields. These complexes are also obtained in a one pot reaction from [RuCl(μ‐Cl)(η 6 ‐C 6 Me 6 )] 2 , glycine and the amino acid ester. The formation of small peptides at the metal represents a facile procedure which does not require either a protecting/activating group or a coupling agent.