Molecular Structures of Dipeptide-Palladium(II) Conjugated Complexes

被引:2
作者
Moriuchi, Toshiyuki [1 ]
Morimoto, Kunihiro [1 ]
Sakamoto, Yuki [1 ]
Hirao, Toshikazu [1 ]
机构
[1] Osaka Univ, Dept Appl Chem, Grad Sch Engn, Suita, Osaka 5650871, Japan
关键词
Peptides; Palladium; N li-gands; Chirality; Luminescence; PODAND DIPEPTIDE CHAINS; CHIRAL FERROCENE-PEPTIDES; TURN-LIKE STRUCTURE; L-PRO-NHPYME; NONCOVALENT SYNTHESIS; BETA-SHEET; CONFORMATIONAL REGULATION; 2ND-SPHERE COORDINATION; SIMULTANEOUS; 1ST-SPHERE; HETEROCHIRAL SEQUENCE;
D O I
10.1002/ejic.201200155
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The chiral tridentate 2,6-pyridinedicarboxamide ligand L1H2 bearing two dipeptide chains (-L-Ala-L-Pro-NHBu) was designed. Complexation of L1H2 with Pd(OAc)2 was demonstrated to afford the dipeptidepalladium(II) conjugated complex [(L1)Pd(MeCN)] (1) with an ancillary acetonitrile ligand. In the crystal packing of 1, a right-handed helical-like molecular arrangement was observed, wherein each assembly is connected through continuous intermolecular hydrogen bonds together with water molecules. The dipeptidepalladium(II) conjugated complex 1 was studied as a metalloreceptor through metal coordination to accommodate a guest ligand, 4-aminopyridine, resulting in the formation of the dipeptidepalladium(II) conjugated complex [(L1)Pd(4APy)] (2). Each preorganized helical molecule of 2 is packed in a right-handed helical-like molecular arrangement in the crystal packing. The dipeptidepalladium(II) conjugated complex 2 was found to exhibit emission with a maximum at 652 nm in the solid state.
引用
收藏
页码:4669 / 4674
页数:6
相关论文
共 79 条
[1]   Luminescent palladium complexes containing thioamide-based SCS pincer ligands [J].
Akaiwa, M ;
Kanbara, T ;
Fukumoto, H ;
Yamamoto, T .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2005, 690 (18) :4192-4196
[2]   Hydrogen bonding in noncovalent synthesis: selectivity and the directed organization of molecular strands [J].
Archer, EA ;
Gong, HG ;
Krische, MJ .
TETRAHEDRON, 2001, 57 (07) :1139-1159
[3]  
Balzani V, 2000, ANGEW CHEM INT EDIT, V39, P3348, DOI 10.1002/1521-3773(20001002)39:19<3348::AID-ANIE3348>3.0.CO
[4]  
2-X
[5]   The first oligopeptide derivative of 1′-aminoferrocene-1-carboxylic acid shows helical chirality with antiparallel strands [J].
Barisic, L ;
Dropucic, M ;
Rapic, V ;
Pritzkow, H ;
Kirin, SI ;
Metzler-Nolte, N .
CHEMICAL COMMUNICATIONS, 2004, (17) :2004-2005
[6]   Helically chiral ferrocene peptides containing 1′-aminoferrocene-1-carboxylic acid subunits as turn inducers [J].
Barisic, Lidija ;
Cakic, Mojca ;
Mahmoud, Khaled A. ;
Liu, You-nian ;
Kraatz, Heinz-Bernhard ;
Pritzkow, Hans ;
Kirin, Srecko I. ;
Metzler-Nolte, Nils ;
Rapic, Vladimir .
CHEMISTRY-A EUROPEAN JOURNAL, 2006, 12 (19) :4965-4980
[7]   Crystal engineering and organometallic architecture [J].
Braga, D ;
Grepioni, F ;
Desiraju, GR .
CHEMICAL REVIEWS, 1998, 98 (04) :1375-1405
[8]   Synthesis, structure, and properties of {N,N'-bis[2-(2-pyridyl)ethyl]pyridine-2,6-dicarboxamido}copper(II) [J].
Chavez, FA ;
Olmstead, MM ;
Mascharak, PK .
INORGANIC CHEMISTRY, 1996, 35 (05) :1410-&
[9]   Amino acid conjugates of 1,1′-diaminoferrocene.: Synthesis and chiral organization [J].
Chowdhury, S ;
Mahmoud, KA ;
Schatte, G ;
Kraatz, HB .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2005, 3 (16) :3018-3023
[10]   How useful is ferrocene as a scaffold for the design of β-sheet foldamers? [J].
Chowdhury, Somenath ;
Schatte, Gabriele ;
Kraatz, Heinz-Bernhard .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (37) :7056-7059