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Selective Protection of Carbonyl Compounds over Nano-sized Nickel Catalysts

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Abstract

An efficient method for the preparation of 1,3-dithiolanes of aliphatic and both activated and deactivated aromatic carbonyl compounds with 1,2-ethanedithiol in the presence of a catalytic amount of inexpensive, easily recyclable, monodispersed, chemoselective Ni-nanoparticles having high TON and TOF is reported. An efficient method for the chemoselective thioacetalization of ketones in the presence of aldehydes using Ni-nanoparticles is also reported in this article. Our reaction is kinetically controlled and the method is relatively expedient, avoids the use of cost-prohibitive reagents, high temperatures and leads to excellent yield.

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Selective Protection of Carbonyl Compounds Over Nano-sized Nickel Catalysts

Ajeet Kumar,a Santosh Kumar,a Amit Saxena,a Arnab De,b Subho Mozumdara*

aDepartment of Chemistry, University of Delhi, Delhi, 110007, India; b Department of Chemistry, Indiana University, Bloomington, USA; subhoscom@yahoo.co.in

An efficient method for the preparation of 1,3-dithiolanes of aliphatic and both activated and deactivated aromatic carbonyl compounds with 1,2-ethanedithiol in the presence of a catalytic amount of inexpensive, easily recyclable, monodispersed, chemoselective Ni-nanoparticles having high TON and TOF is reported. We report an efficient method for the chemoselective thioacetalization of ketones in the presence of aldehydes using Ni-nanoparticles. Our reaction is kinetically controlled and the method is relatively expedient, avoids the use of cost-prohibitive reagents, high temperatures and leads to excellent yield.

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Acknowledgments

S. Mozumdar gratefully acknowledges the financial support from the Department of Science and Technology, Govt. of India (SR/S1/PC-03/02, SR/S5/NM-63/2002). Arnab De acknowledges the help of James Ford for scientific discussions.

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Author notes

  1. Arnab De

    Present address: Department of Chemistry, Indiana University, Bloomington, USA

Authors and Affiliations

  1. Department of Chemistry, University of Delhi, Delhi, 110007, India

    Ajeet Kumar, Santosh Kumar, Amit Saxena & Subho Mozumdar

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  1. Ajeet Kumar
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  2. Santosh Kumar
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  3. Amit Saxena
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  4. Arnab De
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  5. Subho Mozumdar
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Correspondence to Subho Mozumdar.

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Kumar, A., Kumar, S., Saxena, A. et al. Selective Protection of Carbonyl Compounds over Nano-sized Nickel Catalysts. Catal Lett 122, 98–105 (2008). https://doi.org/10.1007/s10562-007-9349-5

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  • DOI: https://doi.org/10.1007/s10562-007-9349-5

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