Tautomerism in porphycenes: analysis of rate-affecting factors

P Ciąćka, P Fita, A Listkowski, M Kijak… - The Journal of …, 2015 - ACS Publications
Double hydrogen transfer occurring in both ground and the lowest electronically excited
singlet states was studied for a series of 19 differently substituted porphycenes. The rates of …

Dual Emission of a Free‐Base 5‐Oxaporphyrinium Cation from its cis‐ and trans‐NH Tautomers

A Takiguchi, S Kang, N Fukui, D Kim… - Angewandte Chemie …, 2021 - Wiley Online Library
Replacement of the meso methine carbon atoms of porphyrins with heteroatoms is a
powerful strategy for tuning their optical and electronic properties. In particular, 5 …

Gram-scale synthesis of porphycenes through acid-catalyzed oxidative macrocyclizations of E/Z-mixed 5, 6-diaryldipyrroethenes

T Ono, N Xu, D Koga, T Ideo, M Sugimoto, Y Hisaeda - RSC advances, 2018 - pubs.rsc.org
The gram-scale production of porphycene derivatives is reported. This has been achieved
by acid-catalyzed ring closure of an E/Z-mixture of 5, 6-diaryldipyrroethenes, resulting in the …

A novel fluoro-chromogenic click reaction for the labelling of proteins and nanoparticles with near-IR theranostic agents

O Planas, T Gallavardin, S Nonell - Chemical Communications, 2015 - pubs.rsc.org
Reaction of porphycene isothiocyanates with primary and secondary amines leads to the
formation of thiazolo [4, 5-c] porphycenes, with a substantial shift in the absorption and …

Spectroscopic investigation of photophysics and tautomerism of amino-and nitroporphycenes

I Mbakara, A Gajewska, A Listkowski, M Kijak… - Physical Chemistry …, 2022 - pubs.rsc.org
Parent, unsubstituted porphycene and its two derivatives: 2, 7, 12, 17-tetra-n-
propylporphycene and 2, 7, 12, 17-tetra-t-butylporphycene were substituted at the meso …

Spectroscopic and microscopic investigations of tautomerization in porphycenes: condensed phases, supersonic jets, and single molecule studies

P Fita, L Grill, A Listkowski, H Piwoński… - Physical Chemistry …, 2017 - pubs.rsc.org
We describe various experimental approaches that have been used to obtain a detailed
understanding of double hydrogen transfer in porphycene, a model system for …

Rational synthesis of 5, 10-diazaporphyrins via nucleophilic substitution reactions of α, α′-dibromotripyrrin and dihydrogenation to give 5, 10-diazachlorins

M Umetani, G Kim, T Tanaka, D Kim… - The Journal of Organic …, 2020 - ACS Publications
We report here the first rational synthesis of 5, 10-diazaporphyrins via nucleophilic
substitution reactions of α, α′-dibromotripyrrin. Uses of 1, 3-diiminoisoindoline and 3, 4-di …

Chromatographically separable ruffled non-planar isomeric octaalkylporphycenes: consequences of unsymmetrical substitution upon structure and photophysical …

NN Pati, S Sahoo, SS Sahoo, D Banerjee… - New Journal of …, 2020 - pubs.rsc.org
We herein report the first synthesis of two unsymmetrically substituted novel porphycenes, ie
2, 7, 12, 13-tetraethyl-9, 10, 19, 20-tetramethyl (OAPo-T) and 2, 3, 16, 17-tetraethyl-9, 10, 19 …

2 + 2 Can Make Nearly a Thousand! Comparison of Di- and Tetra-Meso-Alkyl-Substituted Porphycenes

M Kijak, K Nawara, A Listkowski… - The Journal of …, 2020 - ACS Publications
Two porphycenes, substituted at the meso positions with two and four methyl groups,
respectively, reveal similar absorption spectra, but their photophysical properties are …

Spectroscopic study of jet-cooled deuterated porphycenes: unusual isotopic effects on proton tunneling

ET Mengesha, A Zehnacker-Rentien… - The Journal of …, 2015 - ACS Publications
Porphycene (Pc) is a well-known model for studying double hydrogen transfer, which shows
vibrational-mode-specific tunneling splitting when isolated in supersonic jets or helium …