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Transformation of a 1‐Zirconacyclopent‐3‐yne, a Five‐Membered Cycloalkyne, into a 1‐Zirconacyclopent‐3‐ene and Formal “1‐Zirconacyclopenta‐2,3‐dienes”
Author(s) -
Suzuki Noriyuki,
Hashizume Daisuke,
Koshino Hiroyuki,
Chihara Teiji
Publication year - 2008
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200800739
Subject(s) - ene reaction , allene , protonation , alkene , alkyne , chemistry , enyne , transformation (genetics) , stereochemistry , alkylation , medicinal chemistry , organic chemistry , catalysis , ion , biochemistry , gene
Alkyne, alkene, and “allene”? A stable five‐membered metallacycloalkyne 1 with alkylidene moieties was treated with an alkali metal to give a dianionic species 2 , which was transformed into a 1‐zirconacyclopent‐3‐ene complex by protonation. The alkylation of 2 afforded zirconocene–η 4 ‐1,3‐enyne complexes 3 , which can be regarded as formal “1‐zirconacyclopenta‐2,3‐dienes”. Ar=4‐EtC 6 H 4 ; R=Me, Me 3 Sn.