Premium
Self‐Assembly Properties of NCN Pincer Palladium(II) Complexes Bearing a Uracil Moiety
Author(s) -
Moriuchi Toshiyuki,
Ohata Ryohei,
Sakamoto Yuki,
Hirao Toshikazu
Publication year - 2014
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.201400131
Subject(s) - chemistry , pincer movement , palladium , moiety , trifluoromethanesulfonate , pincer ligand , hydrogen bond , medicinal chemistry , molecule , stereochemistry , photochemistry , organic chemistry , catalysis
NCN pincer palladium(II) complexes bearing a 6‐ethynyl‐1‐octyluracil moiety were designed by the combination of an NCN pincer palladium(II) complexes as an organometallic compound and a uracil derivative as a nucleobase to afford bioorganometallic compounds. The reaction of the NCN pincer ligand with Pd(dba) 2 (dba = dibenzylideneacetone) led to the formation of the NCN pincer palladium(II) complex Pd‐Br . The crystal structure of the cationic complex Pd‐MeCN , which was prepared by the treatment of Pd‐Br with AgOTf (OTf = trifluoromethanesulfonate) in acetonitrile, revealed that a dimeric structure formed through intermolecular hydrogen bonds between the uracil moieties of two independent molecules. The self‐assembly properties of the NCN pincer palladium(II) complexes were found to depend on the ancillary ligands. Each hydrogen‐bonded dimer was connected through an intermolecular hydrogen‐bonding bridge between the coordinated water molecule and the triflate anion in the cationic complex Pd‐H 2 O . Intermolecular hydrogen bonding between the uracil moiety and the triflate anion bound to the palladium center was observed in the NCN pincer palladium(II) complex Pd‐OTf , although a dimeric structure between the uracil moieties was formed in the NCN pincer palladium(II) complex Pd‐O 2 CCF 3 , which was obtained by the abstraction of the bromide ion from Pd‐Br with AgO 2 CCF 3 .