Catalysis

Numerous applications of porphyrin derivatives in catalysis are known. Metalloporphyrins act as cytochrome P-450 mimics in various chemistries and can be tuned for high selectivity and low catalyst loading. Frontier Specialty Chemicals provides numerous metalloporphyrins for catalytic applications. Mimics of cytochrome P-450 based upon metalloporphyrins are capable of selective C-H oxidative functionalization, epoxidation, sulfide to sulfoxide oxidation without the use of explosive organoperoxyacids, strong mineral acids or toxic metal oxo complexes. Free base porphyrins are also useful for photoredox catalysis and photosensitizers.


Selective C-H azidation:

Catalog Number: T13775

Reported by the Groves group: J. Am. Chem. Soc. 2015, 137, 5300-5303

Selective C-H fluorination:

Catalog Number: T13775

Reported by the Groves group: Nature Protocols 2013, 8, 2348-2354

Catalog Number: T40169

Reported by the Groves group: Angew. Chem. Int. Ed. 2018, 57, 1251-1255

Epoxidation:

Catalog Number: T40532

Reported in : Org. Biomol. Chem. 2008, 6, 4494-4497

Porphyrins as photosensitizers for endoperoxide formation:

Catalog Number: NT614

Reported by the Nicolaou group: J. Am. Chem. Soc. 2011, 133, 8150-8153

Intramolecular C-H amination of azides:

Catalog Number: T11814

Reported by the de Bruin group: Chem. Eur. J. 2017, 23, 7945-7952

Tryptamine synthesis by C-H functionalization of indoles:

Catalog Number: T40253


Reported by the Koenigs group: Angew. Chem. Int. Ed. 2019, 58, 3630-3634

Miyaura borylation by Pd(II) porphyrin catalysts:

Catalog Number: T15647


Reported by the Venkateswarlu group: Synlett 2018, 29, 1055-1060

Cis-selective hydrogenation of alkynes:

Catalog Number: T40372


Reported by the Matsubara group: Synlett 2014, 25, 1287-1290

Oxidative coupling of phenols:

Catalog Number: T40808

Reported by the Guo group: Eur. J. Org. Chem. 2013, 10, 1861-1866

Cyclopropanation with in-situ generated trifluoromethyl diazomethane:

Catalog Number: T40253

Reported by the Carreira group: Angew. Chem. Int. Ed. 2010, 49, 938-941

Cycloisomerization of allenones with chlorogoldtetraphenylporphine:

Catalog Number: T14968


Reported by the Che group: Org. Lett. 2006, 8, 325-328

Carbonylation of epoxides using chlorochromiumtetraphenylporphine:

Catalog Number: T41015

Reported by the Ibrahim group: Org. Lett. 2011, 13, 3142-3145


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