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A New N ‐Trityl‐Substituted Aminopyridinato Titanium Catalyst for Hydroamination and Hydroaminoalkylation Reactions – Unexpected Intramolecular C–H Bond Activation
Author(s) -
Lühning Lars H.,
Brahms Christian,
Nimoth Jelte P.,
Schmidtmann Marc,
Doye Sven
Publication year - 2015
Publication title -
zeitschrift für anorganische und allgemeine chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.354
H-Index - 66
eISSN - 1521-3749
pISSN - 0044-2313
DOI - 10.1002/zaac.201500542
Subject(s) - hydroamination , intramolecular force , alkene , alkyne , chemistry , regioselectivity , allene , catalysis , photochemistry , pyridine , medicinal chemistry , intermolecular force , stereochemistry , organic chemistry , molecule
Abstract Sterically demanding 2,6‐bis(tritylamino)pyridine is used for the synthesis of a mono(2,6‐diaminopyridinato) titanium complex that undergoes unexpected intramolecular C–H bond activation to give access to an unusual 1‐titanaisoindoline derivative. Both titanium complexes do not show high catalytic activity for hydroaminoalkylation reactions of alkenes but exceptional results are obtained in the field of alkene, alkyne, and allene hydroamination including room temperature activity for intramolecular alkene hydroamination, excellent regioselectivity of intermolecular alkyne and allene hydroamination as well as selectivity for hydroamination over hydroaminoalkylation during cyclization reactions of primary aminoalkenes.