Exploring the reactivity of L -tellurocystine, Te-protected tellurocysteine conjugates and diorganodiselenides towards hydrogen peroxide: synthesis and molecular structure analysis
The oxidation reaction of L -tellurocystine, [Te 2 {CH 2 CH(NH 3 + )COO − } 2 ] (4) with H 2 O 2 in the presence of HBr resulted in the formation of cyclic, zwitterionic organotellurolate( iv ) species, namely [Te − {CH 2 CH(NH 3 + )COO}(Br) 3 ] (5). The H 2 O 2 oxidation of Te-protected tellurocyst...
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Veröffentlicht in: | New journal of chemistry 2022-06, Vol.46 (22), p.10550-10559 |
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Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | The oxidation reaction of
L
-tellurocystine, [Te
2
{CH
2
CH(NH
3
+
)COO
−
}
2
] (4) with H
2
O
2
in the presence of HBr resulted in the formation of cyclic, zwitterionic organotellurolate(
iv
) species, namely [Te
−
{CH
2
CH(NH
3
+
)COO}(Br)
3
] (5). The H
2
O
2
oxidation of Te-protected tellurocysteine derivatives [RTe{CH
2
CH(NH
2
)COOH}] [R = C
6
H
5
(6) and 4-MeC
6
H
4
(7)] in the presence of HCl resulted in the formation of chlorotellurane species [(C
6
H
5
)Te{CH
2
CH(NH
3
+
)COOH}(Cl)
2
]Cl (8) and [(4-MeC
6
H
5
)Te{CH
2
CH(NH
3
+
)COO}(Cl)]Cl (9), respectively. The oxidation reaction of diorganodiselenides R
2
Se
2
[R = 4-MeC
6
H
4
(10), R = 4-OMeC
6
H
4
(11), R = 3,4-Me
2
C
6
H
3
(12) and R = 2,4,6-Me
3
C
6
H
2
(13)] with H
2
O
2
afforded homoleptic diorganoselenones R
2
SeO
2
[R = 4-MeC
6
H
4
(14), R = 4-OMeC
6
H
4
(15), R = 3,4-Me
2
C
6
H
3
(16) and R = 2,4,6-Me
3
C
6
H
2
(17)], respectively. The synthesized compounds were thoroughly characterized by multinuclear NMR (
1
H,
13
C,
125
Te/
77
Se), FT-IR spectroscopy, ESI-MS and elemental analysis. The molecular structures of the compounds were determined by single crystal X-ray diffraction studies. |
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ISSN: | 1144-0546 1369-9261 |
DOI: | 10.1039/D2NJ00997H |