Abstract
The development of efficient catalytic system for selective organic transformation is currently one of the challenging tasks in synthetic organic chemistry. In recent years, N-hydroxyphthalimide (NHPI) has been recognized as a valuable catalyst for the aerobic oxidation of various organic compounds under mild conditions. The generation of the phthalimide-N-oxyl (PINO) radicals from its precursor NHPI, can be achieved by using different ways including electrochemical, enzymatic and chemical methods. Among all of these methods, the use of lead tetraacetate for the PINO radicals generation seems to be the most peculiar, several kinetic and mechanistic “anomalies” for this catalytic system being reported.
Keywords: N-hydroxyphthalimide (NHPI), phthalimide-N-oxyl (PINO), lead tetraacetate, reaction mechanism, catalyst
Mini-Reviews in Organic Chemistry
Title: N-Hydroxyphthalimide (NHPI)/Lead Tetraacetate, a Peculiar System for the Phthalimide-N-Oxyl (PINO) Radical Generation.
Volume: 5 Issue: 3
Author(s): Sergiu Coseri
Affiliation:
Keywords: N-hydroxyphthalimide (NHPI), phthalimide-N-oxyl (PINO), lead tetraacetate, reaction mechanism, catalyst
Abstract: The development of efficient catalytic system for selective organic transformation is currently one of the challenging tasks in synthetic organic chemistry. In recent years, N-hydroxyphthalimide (NHPI) has been recognized as a valuable catalyst for the aerobic oxidation of various organic compounds under mild conditions. The generation of the phthalimide-N-oxyl (PINO) radicals from its precursor NHPI, can be achieved by using different ways including electrochemical, enzymatic and chemical methods. Among all of these methods, the use of lead tetraacetate for the PINO radicals generation seems to be the most peculiar, several kinetic and mechanistic “anomalies” for this catalytic system being reported.
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Cite this article as:
Coseri Sergiu, N-Hydroxyphthalimide (NHPI)/Lead Tetraacetate, a Peculiar System for the Phthalimide-N-Oxyl (PINO) Radical Generation., Mini-Reviews in Organic Chemistry 2008; 5 (3) . https://dx.doi.org/10.2174/157019308785161675
DOI https://dx.doi.org/10.2174/157019308785161675 |
Print ISSN 1570-193X |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6298 |
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