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Electrochemistry VI Electroorganic Synthesis: Bond Formation at Anode and Cathode pp 1–48Cite as

Reductive cyclizations at the cathode

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Part of the book series: Topics in Current Chemistry ((TOPCURRCHEM,volume 185))

Abstract

In a recent publication, Schäfer and coworkers point out the utility of the electrode as a “reagent” which is effective in promoting bond formation between functional groups of the same reactivity, or polarity. They accurately note that reduction at a cathode, or oxidation at an anode, renders electron-poor sites rich, and electron-rich sites, poor. This reactivity-profile reversal clearly provides many opportunities for the formation of new bonds between sites formally possessing the same polarity, provided only one of the two groups is reduced or oxidized. Electrochemistry provides an ideal solution to the issue of selectivity, given that a controlled potential reduction or oxidation is readily achieved using an inexpensive potentiostat. In this article we address cyclizations that are initiated by reduction at a cathode. A wide variety of ring systems have been constructed in this manner.

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Authors and Affiliations

  1. Department of Chemistry, University of California, 93106, Santa Barbara, CA, USA

    R. Daniel Little & Michael K. Schwaebe

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  1. R. Daniel Little
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  2. Michael K. Schwaebe
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E. Steckhan

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© 1997 Springer-Verlag

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Little, R.D., Schwaebe, M.K. (1997). Reductive cyclizations at the cathode. In: Steckhan, E. (eds) Electrochemistry VI Electroorganic Synthesis: Bond Formation at Anode and Cathode. Topics in Current Chemistry, vol 185. Springer, Berlin, Heidelberg. https://doi.org/10.1007/3-540-61454-0_69

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  • DOI: https://doi.org/10.1007/3-540-61454-0_69

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