1, 3‐Dipolar Cycloadditions of Rhodium (III) Azido Complexes with Alkynes and Nitriles
SM de Salinas, J Díez, MP Gamasa, E Lastra - ChemistrySelect, 2017 - Wiley Online Library
SM de Salinas, J Díez, MP Gamasa, E Lastra
ChemistrySelect, 2017•Wiley Online LibraryThe diazido complexes [Rh (η5‐C5Me5)(N3) 2 (PR3)][PR3= iPr2PCH2CH= CH2 (ADIP),
Ph2PCH2CH= CH2 (ADPP), PPh3] react with dipolarophiles through 1, 3‐cycloaddition
reactions and the reactivity and the regioselectivity of the products depend largely of the
ancillary phosphane ligand. Thus the reaction with alkynes led to triazolate complexes and
the reaction with nitriles gave tetrazolate complexes. In a different manner, the reaction with
fumaronitrile led to triazol complexes through [3+ 2] cycloaddition reaction of one of the …
Ph2PCH2CH= CH2 (ADPP), PPh3] react with dipolarophiles through 1, 3‐cycloaddition
reactions and the reactivity and the regioselectivity of the products depend largely of the
ancillary phosphane ligand. Thus the reaction with alkynes led to triazolate complexes and
the reaction with nitriles gave tetrazolate complexes. In a different manner, the reaction with
fumaronitrile led to triazol complexes through [3+ 2] cycloaddition reaction of one of the …
Abstract
The diazido complexes [Rh(η5‐C5Me5)(N3)2(PR3)] [PR3=iPr2PCH2CH=CH2 (ADIP), Ph2PCH2CH=CH2 (ADPP), PPh3] react with dipolarophiles through 1,3‐cycloaddition reactions and the reactivity and the regioselectivity of the products depend largely of the ancillary phosphane ligand. Thus the reaction with alkynes led to triazolate complexes and the reaction with nitriles gave tetrazolate complexes. In a different manner, the reaction with fumaronitrile led to triazol complexes through [3+2] cycloaddition reaction of one of the azido groups and the C=C double bond of the fumaronitrile. Interestingly, reaction of the alkoxycarbonyl‐1,2,3‐triazolato complexes with benzyl bromide allow the isolation of the free organic triazoles including the not easily available 2,4‐disubstituted‐1,2,3‐triazole (N2)‐N3(CH2Ph)C2(H)CO2Me.
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