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US 6,225,487 B1Granted
Ancillary ligands and metal complexes, catalysts and compositions using same and methods of testing
AssigneeSymyx Technologies, Inc.
InventorAnil Guram
Life of this patent
Estimating the term…
Abstract
A new ligand having a backbone comprised of PCCC, where the last carbon atom is sp3 hybridized can be combined with a metal or metal precursor compound or formed into a metal-ligand complex to catalyze a number of different chemical transformations, including C—N bond formation.
Claims62
A compound characterized by the general formula:
- wherein
- each R1 and R2 is independently selected from the group consisting of hydrogen, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, heteroalkyl, heterocycloalkyl, substituted heterocycloalkyl, heteroaryl, substituted heteroaryl, alkoxy, silyl, boryl, phosphino amino, thio, seleno, and combinations thereof;
- each R3, R4 and R5 is independently selected from the group consisting of hydrogen, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, heteroalkyl, heterocycloalkyl, substituted heterocycloalkyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, alkoxy, aryloxy, silyl, boryl, phosphino amino, thio, seleno, and combinations thereof;
- optionally, R1 and R2 are joined together in a ring structure and/or R3 and R4 are joined together in a ring structure;
- each of Q1 and Q2 is independently selected from the group consisting of hydrogen, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, heteroalkyl, heterocycloalkyl, substituted heterocycloalkyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, alkoxy, aryloxy, silyl, boryl, phosphino, amino, thio, seleno, and combinations thereof;
- optionally Q1 and Q2 are joined together in a ring structure;
- X is selected from the group consisting of C, H, O, P, B, Si, and N atoms;
- and a is 0, 1, 2, or 3, depending on X;
- Y is selected from the group consisting of N, P and O atoms;
- and b is 1 or 2, depending on Y;
- and
- C is a sp3-hybridized carbon atom, provided that when Y is N and Q1 and Q2 are joined in a ring structure with the two carbon atoms in the backbone of the ligand to form benzene, then R5 is not hydrogen.
9 more elements
A complex characterized by the general formula:
- wherein
- each R1, R2, R3, R4 and R5 is independently selected from the group consisting of hydrogen, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, heteroalkyl, heterocycloalkyl, substituted heterocycloalkyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, alkoxy, aryloxy, silyl, boryl, phosphino amino, thio, seleno, and combinations thereof;
- optionally, R1 and R2 are joined together in a ring structure and/or R3 and R4 are joined together in a ring structure;
- each of Q1 and Q2 is independently selected from the group consisting of hydrogen, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, heteroalkyl, heterocycloalkyl, substituted heterocycloalkyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, alkoxy, aryloxy, silyl, boryl, phosphino, amino, thio, seleno, and combinations thereof;
- optionally Q1 and Q2 are joined together in a ring structure;
- X is selected from the group consisting of C, H, O, P, B, Si, and N atoms and may or may not interact with the metal center M;
- and a is 0, 1, 2, or 3, depending on X;
- Y is selected from the group consisting of N, P and O atoms and may or may not interact with the metal center M;
- and b is 1 or 2, depending on Y;
- and
- C is a sp3-hybridized carbon atom,
- M is a transition metal selected from the group consisting of Groups 5, 6, 9 and 10 of the Periodic Table of the Elements, iron, osmium, manganese, and technetium;
- L is independently each occurrence, selected from the group consisting of hydrogen, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, heteroalkyl, heterocycloalkyl, substituted heterocycloalky aryl, substitiuted aryl, heteroaryl, substituted heteroaryl, alkoxy, aryloxy, silyl, boryl, phosphino, amino, thio, seleno, and combinations thereof;
- and n is a number 0, 1, 2, 3, 4, and 5, depending on M.
11 more elements
A process to aminate comprising contacting an amine and a composition to be aminated with a compound characterized by the formula:
- wherein
- each R1, R2, R3, R4 and R5 is independently selected from the group consisting of hydrogen, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, heteroalkyl, heterocycloalkyl, substituted heterocycloalkyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, alkoxy, aryloxy, silyl, boryl, phosphino amino, thio, seleno, and combinations thereof;
- optionally, R1 and R2 are joined together in a ring structure and/or R3 and R4 are joined together in a ring structure;
- each of Q1 and Q2 is independently selected from the group consisting of hydrogen, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, heteroalkyl, heterocycloalkyl, substituted heterocycloalkyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, alkoxy, aryloxy, silyl, boryl, phosphino, amino, thio, seleno, and combinations thereof;
- optionally Q1 and Q2 are joined together in a ring structure;
- X is selected from the group consisting of C, H, O, P, B, Si, and N atoms and may or may not interact with the metal center M;
- and a is 0, 1, 2, or 3, depending on X;
- Y is selected from the group consisting of N, P and O atoms and may or may not interact with the metal center M;
- and b is 1 or 2, depending on Y;
- and
- C is a sp3-hybridized carbon atom,
- M is a transition metal selected from the group consisting of Groups 5, 6, 7, 8, 9 and 10 of the Periodic Table of the Elements;
- L is independently each occurrence, selected from the group consisting of hydrogen, alkyl, substituted alkyl, halogen, cycloalkyl, substituted cycloalkyl, heteroalkyl, heterocycloalkyl, substituted heterocycloalky aryl, substitiuted aryl, heteroaryl, substituted heteroaryl, alkoxy, aryloxy, silyl, boryl, phosphino, amino, thio, seleno, and combinations thereof;
- and
- n is a number 0, 1, 2, 3, 4, and 5, depending on M.
12 more elements
A method for determining in a parallel fashion whether a desired chemical reaction has occurred by using thin layer chromatography in combination with imaging technology as a high-throughput screen.
A metal complex characterized by the general formula:
- wherein
- each R1, R2, R3, R4 and R5 is independently selected from the group consisting of hydrogen, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, heteroalkyl, heterocycloalkyl, substituted heterocycloalkyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, alkoxy, aryloxy, silyl, boryl, phosphino, amino, thio, seleno, and combinations thereof;
- optionally, R1 and R2 are joined together in a ring structure and/or R3 and R4 are joined together in a ring structure;
- each of Qand Q2 is independently selected from the group consisting of hydrogen, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, heteroalkyl, heterocycloalkyl, substituted heterocycloalkyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, alkoxy, aryloxy, silyl, boryl, phosphino, amino, thio, seleno, and combinations thereof;
- optionally, Q1 and Q2 are joined together in a ring structure;
- X is selected from the group consisting of C, H, O, P, Si, B and N;
- and a is 0, 1, 2, or 3, depending on X;
- Y is selected from the group consisting of N, P and O;
- and b is 1 or 2, depending on Y;
- C is a sp3-hybridized carbon atom;
- M is a transition metal selected from the group consisting of Groups 5, 6, 7, 8, 9 and 10 of the Periodic Table of Elements;
- L is independently each occurrence, a ligand;
- n is a number 0, 1, 2, 3, 4, and 5;
- and
- m is a number 1, 2, 3 or 4.
12 more elements
Dependencies are inferred from the claim text.