Pyridyl Group

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Dominic S Wright - One of the best experts on this subject based on the ideXlab platform.

  • coordination chemistry of the bench stable tris 2 Pyridyl pnictogen ligands e 6 me 2 py 3 e as as double bond length as m dash o sb
    Dalton Transactions, 2021
    Co-Authors: Alex J Plajer, Daniel Crusius, Rajesh B Jethwa, Alvaro Garciaromero, Andrew D Bond, Raul Garciarodriguez, Dominic S Wright
    Abstract:

    Tripodal ligands with main Group bridghead units are well established in coordination chemistry and single-site organometallic catalysis. Although a large number of tris(2-Pyridyl) main Group ligands [E(2-py)3] (E = main Group element, 2-py = 2-Pyridyl) spanning across the whole p-block are now synthetically acessible, only limited work has been done on the coordination chemistry on the tris(2-Pyridyl) Group 15 ligands for the heavier elements (As, Sb). In the current study we investigate the coordination chemistry of the ligand family E(6-Me-2-py)3 (E = As, Sb) and of the As(V) ligand OAs(6-Me-2-py)3. The air- and mositure-stability of all of these main Group ligands makes them especially attractive in future catalytic applications.

  • coordination chemistry of the bench stable tris 2 Pyridyl pnictogen ligands e 6 me 2 py 3 e as aso sb
    Dalton Transactions, 2021
    Co-Authors: Alex J Plajer, Daniel Crusius, Rajesh B Jethwa, Alvaro Garciaromero, Andrew D Bond, Raul Garciarodriguez, Dominic S Wright
    Abstract:

    Tripodal ligands with main Group bridghead units are well established in coordination chemistry and single-site organometallic catalysis. Although a large number of tris(2-Pyridyl) main Group ligands [E(2-py)3] (E = main Group element, 2-py = 2-Pyridyl) spanning across the whole p-block are now synthetically acessible, only limited work has been done on the coordination chemistry on the tris(2-Pyridyl) Group 15 ligands for the heavier elements (As, Sb). In the current study we investigate the coordination chemistry of the ligand family E(6-Me-2-py)3 (E = As, Sb) and of the As(V) ligand OAs(6-Me-2-py)3. The air- and mositure-stability of all of these main Group ligands makes them especially attractive in future catalytic applications.

  • steric effects on the structures reactivity and coordination chemistry of tris 2 Pyridyl aluminates
    Chemistry: A European Journal, 2015
    Co-Authors: Raul Garciarodriguez, Dominic S Wright
    Abstract:

    Introducing substituents in the 6-position of the 2-Pyridyl rings of tris(Pyridyl)aluminate anions, of the type [EtAl(2-py')3 ](-) (py'=a substituted 2-Pyridyl Group), has a large impact on their metal coordination characteristics. This is seen most remarkably in the desolvation of the THF solvate [EtAl(6-Me-2-py)3 Li⋅THF] to give the monomer [EtAl(6-Me-2-py)3 Li] (1), containing a pyramidal, three-coordinate Li(+) cation. Similar monomeric complexes are observed for [EtAl(6-CF3 -2-py)3 Li] (2) and [EtAl(6-Br-2-py)3 Li] (3), which contain CF3 and Br substituents (R). This steric influence can be exploited in the synthesis of a new class of terminal Al-OH complexes, as is seen in the controlled hydrolysis of 2 and 3 to give [EtAl(OH)(6-R-2-py)2 ](-) anions, as in the dimer [EtAl(OH)(6-Br-2-py)2 Li]2 (5). Attempts to deprotonate the Al-OH Group of 5 using Et2 Zn led only to the formation of the zincate complex [LiZn(6-Br-py)3 ]2 (6), while reactions of the 6-Br substituted 3 and the unsubstituted complex [EtAl(2-py)3 Li] with MeOH give [EtAl(OMe)(6-Br-2-py)2 Li]2 (7) and [EtAl(OMe)(2-py)2 Li]2 (8), respectively, having similar dimeric arrangements to 5. The combined studies presented provide key synthetic methods for the functionalization and elaboration of tris(Pyridyl)aluminate ligands.

Raul Garciarodriguez - One of the best experts on this subject based on the ideXlab platform.

  • coordination chemistry of the bench stable tris 2 Pyridyl pnictogen ligands e 6 me 2 py 3 e as as double bond length as m dash o sb
    Dalton Transactions, 2021
    Co-Authors: Alex J Plajer, Daniel Crusius, Rajesh B Jethwa, Alvaro Garciaromero, Andrew D Bond, Raul Garciarodriguez, Dominic S Wright
    Abstract:

    Tripodal ligands with main Group bridghead units are well established in coordination chemistry and single-site organometallic catalysis. Although a large number of tris(2-Pyridyl) main Group ligands [E(2-py)3] (E = main Group element, 2-py = 2-Pyridyl) spanning across the whole p-block are now synthetically acessible, only limited work has been done on the coordination chemistry on the tris(2-Pyridyl) Group 15 ligands for the heavier elements (As, Sb). In the current study we investigate the coordination chemistry of the ligand family E(6-Me-2-py)3 (E = As, Sb) and of the As(V) ligand OAs(6-Me-2-py)3. The air- and mositure-stability of all of these main Group ligands makes them especially attractive in future catalytic applications.

  • coordination chemistry of the bench stable tris 2 Pyridyl pnictogen ligands e 6 me 2 py 3 e as aso sb
    Dalton Transactions, 2021
    Co-Authors: Alex J Plajer, Daniel Crusius, Rajesh B Jethwa, Alvaro Garciaromero, Andrew D Bond, Raul Garciarodriguez, Dominic S Wright
    Abstract:

    Tripodal ligands with main Group bridghead units are well established in coordination chemistry and single-site organometallic catalysis. Although a large number of tris(2-Pyridyl) main Group ligands [E(2-py)3] (E = main Group element, 2-py = 2-Pyridyl) spanning across the whole p-block are now synthetically acessible, only limited work has been done on the coordination chemistry on the tris(2-Pyridyl) Group 15 ligands for the heavier elements (As, Sb). In the current study we investigate the coordination chemistry of the ligand family E(6-Me-2-py)3 (E = As, Sb) and of the As(V) ligand OAs(6-Me-2-py)3. The air- and mositure-stability of all of these main Group ligands makes them especially attractive in future catalytic applications.

  • steric effects on the structures reactivity and coordination chemistry of tris 2 Pyridyl aluminates
    Chemistry: A European Journal, 2015
    Co-Authors: Raul Garciarodriguez, Dominic S Wright
    Abstract:

    Introducing substituents in the 6-position of the 2-Pyridyl rings of tris(Pyridyl)aluminate anions, of the type [EtAl(2-py')3 ](-) (py'=a substituted 2-Pyridyl Group), has a large impact on their metal coordination characteristics. This is seen most remarkably in the desolvation of the THF solvate [EtAl(6-Me-2-py)3 Li⋅THF] to give the monomer [EtAl(6-Me-2-py)3 Li] (1), containing a pyramidal, three-coordinate Li(+) cation. Similar monomeric complexes are observed for [EtAl(6-CF3 -2-py)3 Li] (2) and [EtAl(6-Br-2-py)3 Li] (3), which contain CF3 and Br substituents (R). This steric influence can be exploited in the synthesis of a new class of terminal Al-OH complexes, as is seen in the controlled hydrolysis of 2 and 3 to give [EtAl(OH)(6-R-2-py)2 ](-) anions, as in the dimer [EtAl(OH)(6-Br-2-py)2 Li]2 (5). Attempts to deprotonate the Al-OH Group of 5 using Et2 Zn led only to the formation of the zincate complex [LiZn(6-Br-py)3 ]2 (6), while reactions of the 6-Br substituted 3 and the unsubstituted complex [EtAl(2-py)3 Li] with MeOH give [EtAl(OMe)(6-Br-2-py)2 Li]2 (7) and [EtAl(OMe)(2-py)2 Li]2 (8), respectively, having similar dimeric arrangements to 5. The combined studies presented provide key synthetic methods for the functionalization and elaboration of tris(Pyridyl)aluminate ligands.

Alex J Plajer - One of the best experts on this subject based on the ideXlab platform.

  • coordination chemistry of the bench stable tris 2 Pyridyl pnictogen ligands e 6 me 2 py 3 e as as double bond length as m dash o sb
    Dalton Transactions, 2021
    Co-Authors: Alex J Plajer, Daniel Crusius, Rajesh B Jethwa, Alvaro Garciaromero, Andrew D Bond, Raul Garciarodriguez, Dominic S Wright
    Abstract:

    Tripodal ligands with main Group bridghead units are well established in coordination chemistry and single-site organometallic catalysis. Although a large number of tris(2-Pyridyl) main Group ligands [E(2-py)3] (E = main Group element, 2-py = 2-Pyridyl) spanning across the whole p-block are now synthetically acessible, only limited work has been done on the coordination chemistry on the tris(2-Pyridyl) Group 15 ligands for the heavier elements (As, Sb). In the current study we investigate the coordination chemistry of the ligand family E(6-Me-2-py)3 (E = As, Sb) and of the As(V) ligand OAs(6-Me-2-py)3. The air- and mositure-stability of all of these main Group ligands makes them especially attractive in future catalytic applications.

  • coordination chemistry of the bench stable tris 2 Pyridyl pnictogen ligands e 6 me 2 py 3 e as aso sb
    Dalton Transactions, 2021
    Co-Authors: Alex J Plajer, Daniel Crusius, Rajesh B Jethwa, Alvaro Garciaromero, Andrew D Bond, Raul Garciarodriguez, Dominic S Wright
    Abstract:

    Tripodal ligands with main Group bridghead units are well established in coordination chemistry and single-site organometallic catalysis. Although a large number of tris(2-Pyridyl) main Group ligands [E(2-py)3] (E = main Group element, 2-py = 2-Pyridyl) spanning across the whole p-block are now synthetically acessible, only limited work has been done on the coordination chemistry on the tris(2-Pyridyl) Group 15 ligands for the heavier elements (As, Sb). In the current study we investigate the coordination chemistry of the ligand family E(6-Me-2-py)3 (E = As, Sb) and of the As(V) ligand OAs(6-Me-2-py)3. The air- and mositure-stability of all of these main Group ligands makes them especially attractive in future catalytic applications.

Thomas Muller - One of the best experts on this subject based on the ideXlab platform.

  • guanidine derivatives as combined thromboxane a2 receptor antagonists and synthase inhibitors
    Journal of Medicinal Chemistry, 1999
    Co-Authors: Rainer Soyka, Brian D Guth, H Weisenberger, Peter Luger, Thomas Muller
    Abstract:

    A new series of ω-disubstituted alkenoic acid derivatives derived from samixogrel 5 were designed and synthesized as combined thromboxane A2 receptor antagonists/thromboxane A2 synthase inhibitors with improved solubility and reduced protein binding compared to 5. Hexenoic acid derivatives with a 3-Pyridyl Group and 3-(2-cyano-3-alkyl-guanidino)phenyl substituent were found to be optimal with regard to this dual mode of action. The most potent compound, E-6-(3-(2-cyano-3-tert-butyl-guanidino)phenyl)-6-(3-Pyridyl)hex-5-enoic acid, “terbogrel” 32 inhibits the thromboxane A2 synthase in human gel-filtered platelets with an IC50 value of 4.0 ± 0.5 nM (n = 4). Radioligand binding studies with 3H-SQ 29,548 revealed that 32 blocks the thromboxane A2/endoperoxide receptor on washed human platelets with an IC50 of 11 ± 6 nM (n = 2) and with an IC50 of 38 ± 1 nM (n = 15) in platelet-rich plasma. Terbogrel inhibits the collagen-induced platelet aggregation in human platelet-rich plasma and whole blood with an IC50 o...

  • 6 6 disubstituted hex 5 enoic acid derivatives as combined thromboxane a2 receptor antagonists and synthetase inhibitors
    Journal of Medicinal Chemistry, 1994
    Co-Authors: Rainer Soyka, Thomas Muller, Armin Heckel, J Nickl, W Eisert, H Weisenberger
    Abstract:

    A series of omega-disubstituted alkenoic acid derivatives were designed and synthesized as antithrombotic inhibitors of thromboxane A2 synthetase and thromboxane A2 receptor antagonists. Hexenoic acid derivatives with a 3-Pyridyl Group and a 4-(2-benzenesulfonamidoethyl)phenyl substituent were found to be optimal with regard to the dual mode of action. The most potent compound, (E)-6-(4-(2-(((4-chlorophenyl)sulfonyl)amino)ethyl)phenyl)-6-(3-Pyridyl) hex-5-enoic acid (36), inhibits thromboxane A2 synthetase in gel-filtered human platelets with an IC50 value of 4.5 +/- 0.5 nM (n = 4), whereas an inhibitory effect on cyclooxygenase is seen only at a much higher concentration (IC50: 240 microM). Radioligand-binding studies with [3H]SQ 29,548 in washed human platelets revealed that 36 blocks the prostaglandin H2/thromboxane A2 receptor with an IC50 of 19 +/- 5 nM (n = 5) and is therefore 85-fold more potent than another combined thromboxane A2 synthetase inhibitor/receptor antagonist, Ridogrel (4). Compound 36 inhibits the collagen-induced platelet aggregation in human platelet-rich plasma and whole blood with an EC50 of 1 microM (Ridogrel: 16 microM) and 100 nM, respectively, and was selected for further development.

H Weisenberger - One of the best experts on this subject based on the ideXlab platform.

  • guanidine derivatives as combined thromboxane a2 receptor antagonists and synthase inhibitors
    Journal of Medicinal Chemistry, 1999
    Co-Authors: Rainer Soyka, Brian D Guth, H Weisenberger, Peter Luger, Thomas Muller
    Abstract:

    A new series of ω-disubstituted alkenoic acid derivatives derived from samixogrel 5 were designed and synthesized as combined thromboxane A2 receptor antagonists/thromboxane A2 synthase inhibitors with improved solubility and reduced protein binding compared to 5. Hexenoic acid derivatives with a 3-Pyridyl Group and 3-(2-cyano-3-alkyl-guanidino)phenyl substituent were found to be optimal with regard to this dual mode of action. The most potent compound, E-6-(3-(2-cyano-3-tert-butyl-guanidino)phenyl)-6-(3-Pyridyl)hex-5-enoic acid, “terbogrel” 32 inhibits the thromboxane A2 synthase in human gel-filtered platelets with an IC50 value of 4.0 ± 0.5 nM (n = 4). Radioligand binding studies with 3H-SQ 29,548 revealed that 32 blocks the thromboxane A2/endoperoxide receptor on washed human platelets with an IC50 of 11 ± 6 nM (n = 2) and with an IC50 of 38 ± 1 nM (n = 15) in platelet-rich plasma. Terbogrel inhibits the collagen-induced platelet aggregation in human platelet-rich plasma and whole blood with an IC50 o...

  • 6 6 disubstituted hex 5 enoic acid derivatives as combined thromboxane a2 receptor antagonists and synthetase inhibitors
    Journal of Medicinal Chemistry, 1994
    Co-Authors: Rainer Soyka, Thomas Muller, Armin Heckel, J Nickl, W Eisert, H Weisenberger
    Abstract:

    A series of omega-disubstituted alkenoic acid derivatives were designed and synthesized as antithrombotic inhibitors of thromboxane A2 synthetase and thromboxane A2 receptor antagonists. Hexenoic acid derivatives with a 3-Pyridyl Group and a 4-(2-benzenesulfonamidoethyl)phenyl substituent were found to be optimal with regard to the dual mode of action. The most potent compound, (E)-6-(4-(2-(((4-chlorophenyl)sulfonyl)amino)ethyl)phenyl)-6-(3-Pyridyl) hex-5-enoic acid (36), inhibits thromboxane A2 synthetase in gel-filtered human platelets with an IC50 value of 4.5 +/- 0.5 nM (n = 4), whereas an inhibitory effect on cyclooxygenase is seen only at a much higher concentration (IC50: 240 microM). Radioligand-binding studies with [3H]SQ 29,548 in washed human platelets revealed that 36 blocks the prostaglandin H2/thromboxane A2 receptor with an IC50 of 19 +/- 5 nM (n = 5) and is therefore 85-fold more potent than another combined thromboxane A2 synthetase inhibitor/receptor antagonist, Ridogrel (4). Compound 36 inhibits the collagen-induced platelet aggregation in human platelet-rich plasma and whole blood with an EC50 of 1 microM (Ridogrel: 16 microM) and 100 nM, respectively, and was selected for further development.