Wydział Chemii

Tomasz Han

Rafał Petrus

Dominik Bykowski

Lucjan Jerzykiewicz

Piotr Sobota

2015

Organometallics

34

4871-4880

10.1021/acs.organomet.5b00146

Naukowa

Angielski

Artykuł

Five novel magnesium alkoxides supported by drug chelating agents pridinolum (PriOH = 1,1-diphenyl-3-(1-piperidinyl)-1-propanol) and venlafaxinum (VenlOH = (RS)-1-[2-dimethylamino-1-(4-methoxyphenyl)-ethyl]cyclohexanol) were successfully synthesized and characterized. Direct reaction of PriOH and VenlOH with MgBu₂ (1:1) in toluene gives the dimeric compounds [Mg(μ,η²-OPri)ⁿBu]₂ (1) and [Mg(μ,η²-VenlO)ⁿBu]₂ (2), respectively. Furthermore, the crystallization of an equimolar mixture of 1 and 2 in toluene yields heteroleptic magnesium complex [Mg(μ,η²-OVenl)(η¹-OPri)]₂ (3). Moreover, reactions of 1 and 2 with 2 molar equivs of the corresponding drug–ligands give the homoleptic magnesium bis-alkoxides [Mg(μ,η²-OPri)(η¹-OPri)]₂ (4) and [Mg(μ,η²-OVenl)(η¹-OVenl)]₂ (5). The treatment of compound 1 with 2 equivs of VenlOH or 2 with 2 equivs of PriOH leads to the formation of 3. Complexes 1–5 were characterized by elemental analysis, nuclear magnetic resonance, and single crystal X-ray diffraction (for 1–4). It was found that complexes 1–5 are efficient initiators of the ring-opening polymerization of l-LA, yielding PLA-OPri and PLA-OVenl conjugates, respectively. Moreover, the ring-opening polymerization of l-LA initiated by 3 led to the simultaneous generation of a blend of poly-l-lactide conjugates with end-capped VenlO and PriO groups.

http://dx.doi.org/10.1021/acs.organomet.5b00146

https://www.acs.org/content/acs/en.html