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Unique mononuclear Mn-II complexes of an end-off compartmental Schiff base ligand: experimental and theoretical studies on their bio-relevant catalytic promiscuity

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2016
1842.pdf (3.251Mb)
Authors
Adhikary, Jaydeep
Chakraborty, Aratrika
Dasgupta, Sanchari
Chattopadhyay, Shyamal Kumar
Kruszynski, Rafal
Trzesowska-Kruszynska, Agata
Stepanović, Stepan
Gruden-Pavlović, Maja
Swart, Marcel
Das, Debasis
Article (Published version)
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Abstract
Three new mononuclear manganese(II) complexes, namely [Mn(HL)(2)]center dot 2ClO(4) (1), [Mn(HL)(N(CN)(2)) (H2O)(2)]center dot ClO4 (2) and [Mn(HL)(SCN)(2)] (3) [LH = 4-tert-butyl-2,6-bis-[(2-pyridin-2-yl-ethylimino)-methyl]-phenol], have been synthesized and structurally characterized. An "end-off" compartmental ligand (LH) possesses two symmetrical compartments with N2O binding sites but accommodates only one manganese atom instead of two due to the protonation of the imine nitrogen of one compartment. Although all three complexes are mononuclear, complex 1 is unique as it has a 1 : 2 metal to ligand stoichiometry. The catalytic promiscuity of complexes 1-3 in terms of two different bio-relevant catalytic activities namely catecholase and phenoxazinone synthase has been thoroughly investigated. EPR and cyclic voltametric studies reveal that radical formation rather than metal centered redox participation is responsible for their catecholase-like and phenoxazinone synthase-like cataly...tic activity. A computational approach suggests that imine bond bound radical generation rather than phenoxo radical formation is most likely responsible for the oxidizing properties of the complexes.

Source:
Dalton Transactions, 2016, 45, 31, 12409-12422
Publisher:
  • Royal Soc Chemistry, Cambridge
Funding / projects:
  • ICREA

DOI: 10.1039/c6dt00625f

ISSN: 1477-9226

PubMed: 27430642

WoS: 000381480900019

Scopus: 2-s2.0-84982663415
[ Google Scholar ]
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45
URI
https://cer.ihtm.bg.ac.rs/handle/123456789/1844
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  • Radovi istraživača / Researchers' publications
Institution/Community
IHTM
TY  - JOUR
AU  - Adhikary, Jaydeep
AU  - Chakraborty, Aratrika
AU  - Dasgupta, Sanchari
AU  - Chattopadhyay, Shyamal Kumar
AU  - Kruszynski, Rafal
AU  - Trzesowska-Kruszynska, Agata
AU  - Stepanović, Stepan
AU  - Gruden-Pavlović, Maja
AU  - Swart, Marcel
AU  - Das, Debasis
PY  - 2016
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1844
AB  - Three new mononuclear manganese(II) complexes, namely [Mn(HL)(2)]center dot 2ClO(4) (1), [Mn(HL)(N(CN)(2)) (H2O)(2)]center dot ClO4 (2) and [Mn(HL)(SCN)(2)] (3) [LH = 4-tert-butyl-2,6-bis-[(2-pyridin-2-yl-ethylimino)-methyl]-phenol], have been synthesized and structurally characterized. An "end-off" compartmental ligand (LH) possesses two symmetrical compartments with N2O binding sites but accommodates only one manganese atom instead of two due to the protonation of the imine nitrogen of one compartment. Although all three complexes are mononuclear, complex 1 is unique as it has a 1 : 2 metal to ligand stoichiometry. The catalytic promiscuity of complexes 1-3 in terms of two different bio-relevant catalytic activities namely catecholase and phenoxazinone synthase has been thoroughly investigated. EPR and cyclic voltametric studies reveal that radical formation rather than metal centered redox participation is responsible for their catecholase-like and phenoxazinone synthase-like catalytic activity. A computational approach suggests that imine bond bound radical generation rather than phenoxo radical formation is most likely responsible for the oxidizing properties of the complexes.
PB  - Royal Soc Chemistry, Cambridge
T2  - Dalton Transactions
T1  - Unique mononuclear Mn-II complexes of an end-off compartmental Schiff base ligand: experimental and theoretical studies on their bio-relevant catalytic promiscuity
VL  - 45
IS  - 31
SP  - 12409
EP  - 12422
DO  - 10.1039/c6dt00625f
ER  - 
@article{
author = "Adhikary, Jaydeep and Chakraborty, Aratrika and Dasgupta, Sanchari and Chattopadhyay, Shyamal Kumar and Kruszynski, Rafal and Trzesowska-Kruszynska, Agata and Stepanović, Stepan and Gruden-Pavlović, Maja and Swart, Marcel and Das, Debasis",
year = "2016",
abstract = "Three new mononuclear manganese(II) complexes, namely [Mn(HL)(2)]center dot 2ClO(4) (1), [Mn(HL)(N(CN)(2)) (H2O)(2)]center dot ClO4 (2) and [Mn(HL)(SCN)(2)] (3) [LH = 4-tert-butyl-2,6-bis-[(2-pyridin-2-yl-ethylimino)-methyl]-phenol], have been synthesized and structurally characterized. An "end-off" compartmental ligand (LH) possesses two symmetrical compartments with N2O binding sites but accommodates only one manganese atom instead of two due to the protonation of the imine nitrogen of one compartment. Although all three complexes are mononuclear, complex 1 is unique as it has a 1 : 2 metal to ligand stoichiometry. The catalytic promiscuity of complexes 1-3 in terms of two different bio-relevant catalytic activities namely catecholase and phenoxazinone synthase has been thoroughly investigated. EPR and cyclic voltametric studies reveal that radical formation rather than metal centered redox participation is responsible for their catecholase-like and phenoxazinone synthase-like catalytic activity. A computational approach suggests that imine bond bound radical generation rather than phenoxo radical formation is most likely responsible for the oxidizing properties of the complexes.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "Dalton Transactions",
title = "Unique mononuclear Mn-II complexes of an end-off compartmental Schiff base ligand: experimental and theoretical studies on their bio-relevant catalytic promiscuity",
volume = "45",
number = "31",
pages = "12409-12422",
doi = "10.1039/c6dt00625f"
}
Adhikary, J., Chakraborty, A., Dasgupta, S., Chattopadhyay, S. K., Kruszynski, R., Trzesowska-Kruszynska, A., Stepanović, S., Gruden-Pavlović, M., Swart, M.,& Das, D.. (2016). Unique mononuclear Mn-II complexes of an end-off compartmental Schiff base ligand: experimental and theoretical studies on their bio-relevant catalytic promiscuity. in Dalton Transactions
Royal Soc Chemistry, Cambridge., 45(31), 12409-12422.
https://doi.org/10.1039/c6dt00625f
Adhikary J, Chakraborty A, Dasgupta S, Chattopadhyay SK, Kruszynski R, Trzesowska-Kruszynska A, Stepanović S, Gruden-Pavlović M, Swart M, Das D. Unique mononuclear Mn-II complexes of an end-off compartmental Schiff base ligand: experimental and theoretical studies on their bio-relevant catalytic promiscuity. in Dalton Transactions. 2016;45(31):12409-12422.
doi:10.1039/c6dt00625f .
Adhikary, Jaydeep, Chakraborty, Aratrika, Dasgupta, Sanchari, Chattopadhyay, Shyamal Kumar, Kruszynski, Rafal, Trzesowska-Kruszynska, Agata, Stepanović, Stepan, Gruden-Pavlović, Maja, Swart, Marcel, Das, Debasis, "Unique mononuclear Mn-II complexes of an end-off compartmental Schiff base ligand: experimental and theoretical studies on their bio-relevant catalytic promiscuity" in Dalton Transactions, 45, no. 31 (2016):12409-12422,
https://doi.org/10.1039/c6dt00625f . .

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