Porpholactams and chlorolactams: replacement of a β, β′-double bond in meso-tetraphenyl-porphyrin and-chlorin by a lactam moiety

J Akhigbe, J Haskoor, M Zeller… - Chemical …, 2011 - pubs.rsc.org
Reaction of meso-tetraphenylporpholactone with hydrazine converts the lactone moiety to
an N-aminolactam. It also reduces the opposite pyrrolic moiety of both the starting material …

Formation, structure, and reactivity of meso-tetraaryl-chlorolactones,-porpholactams, and-chlorolactams, porphyrin and chlorin analogues incorporating oxazolone or …

J Akhigbe, J Haskoor, JA Krause, M Zeller… - Organic & Biomolecular …, 2013 - pubs.rsc.org
Reaction of known meso-tetraarylporpholactone free bases 3, made from the corresponding
porphyrins, with hydrazine produces three products: It converts the lactone functional group …

Free Base meso-Tetraaryl-morpholinochlorins and Porpholactone from meso-Tetraaryl-2,3-dihydroxy-chlorin

JR McCarthy, HA Jenkins, C Brückner - Organic letters, 2003 - ACS Publications
meso-Tetraaryl-2, 3-dihydroxychlorins (1) were converted in one step to the novel free base
macrocycles meso-tetraaryl-2, 3-dialkoxy-2a-oxa-2a-homoporphyrins (morpholinochlorins …

meso-Arylporpholactones and their Reduction Products

C Brückner, J Ogikubo, JR McCarthy… - The Journal of …, 2012 - ACS Publications
The rational syntheses of meso-tetraaryl-3-oxo-2-oxaporphyrins 5, known as
porpholactones, via MnO4–-mediated oxidations of the corresponding meso-tetraaryl-2, 3 …

meso-Aryl-3-alkyl-2-oxachlorins

J Ogikubo, E Meehan, JT Engle… - The Journal of …, 2012 - ACS Publications
The formal replacement of a pyrrole moiety of meso-tetraarylporphyrin 1 by an oxazole
moiety is described. The key step is the conversion of porpholactones 4 (prepared by a …

meso-Tetrahexyl-7,8-dihydroxychlorin and Its Conversion to ß-Modified Derivatives

D Aicher, D Damunupola, CBW Stark, A Wiehe… - Molecules, 2024 - mdpi.com
meso-Tetrahexylporphyrin was converted to its corresponding 7, 8-dihydroxychlorin using
an osmium tetroxide-mediated dihydroxylation strategy. Its diol moiety was shown to be able …

The rational synthesis of chlorins via rearrangement of porphodimethenes: Influence of β-substituents on the regioselectivity and stereoselectivity of pyrroline ring …

DH Burns, YH Li, DC Shi… - The Journal of Organic …, 2002 - ACS Publications
The porphodimethene rearrangement methodology reported in this paper provides for a
rational, step-by-step synthesis of chlorins from readily available pyrrole precursors. The …

Site-Selective Modification of a Porpholactone—Selective Synthesis of 12, 13-and 17, 18-Dihydroporpholactones

AFR Cerqueira, G Snarskis, J Zurauskas, S Guieu… - Molecules, 2020 - mdpi.com
The reaction of meso-tetrakis (pentafluorophenyl) porpholactone with azomethine ylides and
nitrones affords pyrrolidine-fused and isoxazolidine-fused dihydroporpholactones that …

Oxazolochlorins. 2. Intramolecular Cannizzaro Reaction of meso-Tetraphenylsecochlorin Bisaldehyde

J Akhigbe, C Ryppa, M Zeller… - The Journal of Organic …, 2009 - ACS Publications
Using mildly basic reaction conditions, the periodate-induced diol cleavage of meso-
tetraphenyl-2, 3-diolchlorin allows for the generation and isolation of the corresponding …

New routes from porphyrins to stable phlorins. Meso-alkylation and reduction of meso-tetraphenyl-and octaalkylporphyrins

B Krattinger, HJ Callot - Tetrahedron letters, 1996 - Elsevier
New Routes from Porphyrins to Stable Phlorins. Meso-Alkylafion and Reduction of meso-Tetraphenyl-
and Octaalkylporphyrins. B~nbi Page 1 Pergamon Tetrahedron Letters, Vol. 37, No, 43, pp …