Towards Ruthenium-Based Building Blocks for CuAAC Click Reactions: Challenges in Generating Ruthenium(II) Polypyridine Alkynes

Zabarska N, Sorsche D, Heinemann FW, Glump S, Rau S (2015)


Publication Language: English

Publication Status: Published

Publication Type: Journal article

Publication year: 2015

Journal

Publisher: Wiley-VCH Verlag

Pages Range: 4869-4877

DOI: 10.1002/ejic.201500630

Abstract

Ag+-free complexation of alkyne-bipyridines at ruthenium(II) polypyridine centers proceeds with surprisingly low yields. The alkyne-bipyridine-substituted ruthenium(II) polypyridine complexes in this work were characterized by NMR spectroscopy, ESI spectrometry, and single-crystal X-ray structural analysis. A detailed analysis of the side products revealed an unexpected carbon-carbon alkyne bond splitting promoted by the ruthenium(II) center, leading to the formation of a CO-Ru-II species, methyl-bipyridine, and a methyl-bipyridine-substituted ruthenium(II) complex accompanying the target product. The side products were characterized using complimentary methods including X-ray crystallography. A possible mechanism is suggested based on these side products and exemplary reaction studies.

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How to cite

APA:

Zabarska, N., Sorsche, D., Heinemann, F.W., Glump, S., & Rau, S. (2015). Towards Ruthenium-Based Building Blocks for CuAAC Click Reactions: Challenges in Generating Ruthenium(II) Polypyridine Alkynes. European Journal of Inorganic Chemistry, 4869-4877. https://dx.doi.org/10.1002/ejic.201500630

MLA:

Zabarska, Natalia, et al. "Towards Ruthenium-Based Building Blocks for CuAAC Click Reactions: Challenges in Generating Ruthenium(II) Polypyridine Alkynes." European Journal of Inorganic Chemistry (2015): 4869-4877.

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