Macrocyclic Organic Peroxides: Constructing Medium and Large Cycles with O-O Bonds

Macrocyclic Organic Peroxides: Constructing Medium and Large Cycles with O-O Bonds Review

Journal

Chemistry
ISSN: 2624-8549

Output data

Year: 2024, Volume: 6, Number: 5, Pages: 1246-1270 Pages count : 25 DOI: 10.3390/chemistry6050072

Authors

Barsegyan Yana A. ¹ , Vil’ Vera A. ¹ , Terent’ev Alexander O. ¹

Affiliations

1	Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prospect, Moscow 119991, Russia

Macrocycles bridge the gap between conventional small molecules and polymers. Drawing inspiration from successful carbon heteroatom-containing macrocycles, peroxide-containing macrocycles are gaining attention for enhanced bioactivity, potential chelating properties, and applications in energetic materials. This review presents the following strategies for the construction of cyclic peroxides with 10- to 36-membered frameworks: (1) the intramolecular iodocyclization of hydroperoxides, (2) the intermolecular cyclization of hydroperoxides with alkyl dihalides or carbonyls, (3) the acid-catalyzed rearrangements of ozonides or 11-membered cyclic triperoxides via oxy- or peroxycarbenium ions, and (4) the peroxidation of carbonyls targeting macrocyclic peroxides. The specific agents that allow for the selective construction of the medium and large cycles are also analyzed.

Barsegyan Y.A. , Vil’ V.A. , Terent’ev A.O.
Macrocyclic Organic Peroxides: Constructing Medium and Large Cycles with O-O Bonds
Chemistry. 2024. V.6. N5. P.1246-1270. DOI: 10.3390/chemistry6050072 WOS OpenAlex

Web of science:	WOS:001340902500001
OpenAlex:	W4403483898

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