Methods of making cross-bridged macropolycycles
AssigneeThe Procter & Gamble Company
InventorsGeorge Douglas Hiler, II, Christopher Mark Perkins
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Abstract
Improved synthesis of a macropolycycle, more particularly, of a cross-bridged tetraazamacrocycle.
Claims25
A method for preparing a cross-bridged macropolycycle comprising a series of steps of derivatizing N,N′-bis-(2-aminoethyl)-1,3-propanediamine, wherein said series of steps is carried out using one solvent system.
A method for preparing a cross-bridged macropolycycle comprising a series of steps of derivatizing N,N′-bis-(2-aminoethyl)-1,3-propanediamine, including a step of quaternizing an intermediate using a quaternizing agent, wherein said step is carried out using less than about fifteen-fold of said quaternizing agent.
A method for preparing a cross-bridged macropolycycle comprising a series of steps of derivatizing cyclam or a particular acyclic tetraamine including a step of reducing a diquaternized intermediate, wherein said step is carried out using an amount of less than about fifteen-fold of reducing agent.
A method for preparing a cross-bridged macropolycycle said method comprising derivatizing N,N′-bis-(2-aminoethyl)-1,3-propanediamine, by a series of steps including:
- quaternizing an intermediate using a quaternizing agent, wherein said step is carried out using less than about fifteen-fold of said quaternizing agent;
- and
- reducing a diquaternized intermediate, wherein said step is carried out using an amount of less than about fifteen-fold of reducing agent;
- and
- wherein further said series of steps is carried out using one solvent system.
A method for producing a complex of Mn and a cross-bridged macropolycyclic ligand, said method comprising reacting with manganous chloride a cross-bridged macropolycycle.
A method for producing a complex of Mn and a cross-bridged macropolycyclic ligand, said method comprising reacting a cross-bridged macropolycycle with MnCl2 which has been produced by an anhydrous reaction of manganese metal with a chlorinating agent.
A method for preparing a transition metal complex of a cross-bridged macropolycycle comprising
- a series of steps of
- (A) forming a bisaminal from an acrylic amine;
- (B) forming a diquat derivative of said bisaminal;
- (C) reducing said diquat derivative;
- (D) separating reducing agent and solvent from the product of step (C) in one or more operations;
- (E) removing residual hydride from the product of (D);
- (F) isolating a cross-bridged tetraazamacrocycle product of steps (A)-(E);
- and
- (G) reacting the product of step (F) with a transition-metal, thereby forming a transition-metal complex useful as a catalyst in detergent compositions.
A method for preparing a complex of manganese and a cross-bridged macrocyclic ligand comprising reacting a manganous containing compound with a cross-bridged macropolycyle wherein the cross-bridged macropolycylce is prepared by a process comprising a series of steps of derivatizing cyclam or N,N′-bis-(2-aminoethyl)-1,3-propanediamine, wherein said series of steps is carried out using one solvent system.
A method for preparing a complex of manganese and a cross-bridged macrocyclic ligand comprising reacting a manganous containing compound with a cross-bridged macropolycyle wherein the cross-bridged macropolycylce is prepared by a process comprising a series of steps of derivatizing cyclam or N,N′-bis-(2-aminoethyl)-1,3-propanediamine, including a step of quaternizing an intermediate using a quaternizing agent, wherein said step is carried out using less than about fifteen-fold of said quaternizing agent.
A method for preparing a complex of manganese and a cross-bridged macropolycycle comprising the steps of:
- (A) forming a bisaminal from an acyclic amine;
- (B) forming a diquat derivative of said bisaminal;
- (C) reducing said diquat derivative;
- (D) separating reducing agent and solvent from the product step of (C) in one or more operations;
- (E) removing residual hydride from the product of (D);
- (F) isolating a cross-bridged tetraazamacrocycle product of steps (A)-(E);
- and
- (G) reacting the product of step (F) with a manganous containing compound, thereby forming a manganese complex.
Dependencies are inferred from the claim text.