1,4,7-Triazacyclononane (tacn) with N,N'-bridging methylene-bis(phosphinic acid) group and its complexes

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F21%3A10432772" target="_blank" >RIV/00216208:11310/21:10432772 - isvavai.cz</a>

Výsledek na webu

<a href="https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=9Mu-S-suUn" target="_blank" >https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=9Mu-S-suUn</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1002/zaac.202100107" target="_blank" >10.1002/zaac.202100107</a>

Jazyk výsledku

angličtina

Název v původním jazyce

1,4,7-Triazacyclononane (tacn) with N,N'-bridging methylene-bis(phosphinic acid) group and its complexes

Popis výsledku v původním jazyce

A bicyclic ligand, 1,4,7-triazacyclononane 1,4-bridged with methylene-bis(phosphinate) and bearing benzyl substituent on the remaining amino group, was synthesized from N-benzyl-tacn and CH2(PO2H2)(2) by two sequential Mannich-type reactions in a high yield. Basicity of the macrocycle is high (pK(1)=12.25). Complexes with Cu(II) and Ni(II) ions show dimeric structures in the solid state. The structures exhibit distorted octahedral environment with two ring amino groups from one molecule and two oxygen atoms of chelating bis(phosphinate) anion from the other molecule in the equatorial plane, and with the apical positions occupied by the remaining macrocycle amino group and by one of the phosphinate oxygen atoms. The metal ions in the dimers are additionally bridged by one phosphinate group. Stability of the Cu(II) complex is more than ten orders of magnitude lower than that of the [Cu(nota)](-) complex due to a different number and different nature of the pendant arms, and inappropriate arrangement of donor atoms in the ligand bicyclic structure. Rigidity of the short P-C-P chain of the geminal methylene-bis(phosphinate) does not allow simultaneous coordination of both phosphinate groups and the ring amines to the same metal ion. The low solubility of Ni(II) and Zn(II) complexes disabled determination of their stability constants.

Název v anglickém jazyce

1,4,7-Triazacyclononane (tacn) with N,N'-bridging methylene-bis(phosphinic acid) group and its complexes

Popis výsledku anglicky

A bicyclic ligand, 1,4,7-triazacyclononane 1,4-bridged with methylene-bis(phosphinate) and bearing benzyl substituent on the remaining amino group, was synthesized from N-benzyl-tacn and CH2(PO2H2)(2) by two sequential Mannich-type reactions in a high yield. Basicity of the macrocycle is high (pK(1)=12.25). Complexes with Cu(II) and Ni(II) ions show dimeric structures in the solid state. The structures exhibit distorted octahedral environment with two ring amino groups from one molecule and two oxygen atoms of chelating bis(phosphinate) anion from the other molecule in the equatorial plane, and with the apical positions occupied by the remaining macrocycle amino group and by one of the phosphinate oxygen atoms. The metal ions in the dimers are additionally bridged by one phosphinate group. Stability of the Cu(II) complex is more than ten orders of magnitude lower than that of the [Cu(nota)](-) complex due to a different number and different nature of the pendant arms, and inappropriate arrangement of donor atoms in the ligand bicyclic structure. Rigidity of the short P-C-P chain of the geminal methylene-bis(phosphinate) does not allow simultaneous coordination of both phosphinate groups and the ring amines to the same metal ion. The low solubility of Ni(II) and Zn(II) complexes disabled determination of their stability constants.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10402 - Inorganic and nuclear chemistry

Projekt

<a href="/cs/project/GA19-17380S" target="_blank" >GA19-17380S: Selektivní komplexace kovů polytopickými ligandy jako cesta k biomedicinským próbám se dvěma kovy v jedné molekule</a><br>

Návaznosti

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Rok uplatnění

2021

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Zeitschrift für Anorganische und Allgemeine Chemie

ISSN

0044-2313

e-ISSN

—

Svazek periodika

647

Číslo periodika v rámci svazku

12

Stát vydavatele periodika

DE - Spolková republika Německo

Počet stran výsledku

8

Strana od-do

1261-1268

Kód UT WoS článku

000647884700001

EID výsledku v databázi Scopus

2-s2.0-85105396036