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Functionalization of 3‐Iridacyclopentenes
Author(s) -
Gómez Margarita,
Rendón Nuria,
Álvarez Eleuterio,
Mereiter Kurt,
Poveda Manuel L.,
Paneque Margarita
Publication year - 2017
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201703535
Subject(s) - hydroboration , steric effects , chemistry , cyclopropanation , ligand (biochemistry) , dihydroxylation , reactivity (psychology) , osmium , ozonolysis , medicinal chemistry , stereochemistry , surface modification , organic chemistry , enantioselective synthesis , catalysis , receptor , medicine , biochemistry , alternative medicine , pathology , ruthenium
Abstract Members of a series of iridacyclopentenes of composition [Tp Me2 Ir(k 2 ‐C,C‐CH 2 CR′=CRCH 2 )(CO)] (Tp Me2 =hydrotris(3,5‐dimethylpyrazolyl)borate; R=R′=H, 1 ; R=Me, R′=H, 2 ; R=R′=Me, 3 ) have been subjected to common organic chemistry procedures for hydrogenation, cyclopropanation, epoxidation, water addition through hydroboration, cis ‐dihydroxylation, and ozonolysis. The stability of metallacycles 1 – 3 , imparted by the presence of the co‐ligands Tp Me2 and CO, directs the reactivity towards the C=C double bonds, and furthermore the stereochemistry of the products formed is strongly dictated by the steric demands of the Tp Me2 ligand. While the products obtained in some of the above‐mentioned reactions are the expected ones from an organic chemistry point of view, in other cases the results differ from the outcomes of similar reactions carried out with the all‐carbon counterparts.