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Transformation of arylmethylamines into alpha-aminophosphonic acids via metalated phosphoramidates: rearrangement of partly configurationally stable N-phosphorylated alpha-aminocarbanions.

The Journal of organic chemistry

Hammerschmidt F, Hanbauer M.
PMID: 10987948
J Org Chem. 2000 Sep 22;65(19):6121-31. doi: 10.1021/jo000585f.

N-Benzyl phosphoramidate was protected at nitrogen with a TMS, p-toluenesulfonyl, Boc, lithium carboxylate, or diethoxyphosphinyl group and metalated with s-BuLi or LDA at -78 degrees C at the benzylic carbon. For the latter three protecting groups, the intermediate alpha-amino(phenylmethyl)lithiums...

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Hammerschmidt F, Hanbauer M. Transformation of arylmethylamines into alpha-aminophosphonic acids via metalated phosphoramidates: rearrangement of partly configurationally stable N-phosphorylated alpha-aminocarbanions. J Org Chem. 2000;65(19):6121-31doi: 10.1021/jo000585f.
Hammerschmidt, F., & Hanbauer, M. (2000). Transformation of arylmethylamines into alpha-aminophosphonic acids via metalated phosphoramidates: rearrangement of partly configurationally stable N-phosphorylated alpha-aminocarbanions. The Journal of organic chemistry, 65(19), 6121-31. https://doi.org/10.1021/jo000585f
Hammerschmidt, and Hanbauer. "Transformation of arylmethylamines into alpha-aminophosphonic acids via metalated phosphoramidates: rearrangement of partly configurationally stable N-phosphorylated alpha-aminocarbanions." The Journal of organic chemistry vol. 65,19 (2000): 6121-31. doi: https://doi.org/10.1021/jo000585f
Hammerschmidt F, Hanbauer M. Transformation of arylmethylamines into alpha-aminophosphonic acids via metalated phosphoramidates: rearrangement of partly configurationally stable N-phosphorylated alpha-aminocarbanions. J Org Chem. 2000 Sep 22;65(19):6121-31. doi: 10.1021/jo000585f. PMID: 10987948.
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Uptake capacity of amino acids by ten grasses and forbs in relation to soil acidity and nitrogen availability.

Environmental and experimental botany

Falkengren-Grerup U, Månsson KF, Olsson MO.
PMID: 11064041
Environ Exp Bot. 2000 Nov 01;44(3):207-219. doi: 10.1016/s0098-8472(00)00068-x.

Uptake capacity of organic nitrogen was studied in solution experiments on eight grasses and two forbs growing in acid soils with relatively high nitrogen mineralisation in southern Sweden. Uptake of a mixture of amino acids (alanine, glutamine, glycine), that...

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Falkengren-Grerup U, Månsson KF, Olsson MO. Uptake capacity of amino acids by ten grasses and forbs in relation to soil acidity and nitrogen availability. Environ Exp Bot. 2000;44(3):207-219doi: 10.1016/s0098-8472(00)00068-x.
Falkengren-Grerup, U., Månsson, K. F., & Olsson, M. O. (2000). Uptake capacity of amino acids by ten grasses and forbs in relation to soil acidity and nitrogen availability. Environmental and experimental botany, 44(3), 207-219. https://doi.org/10.1016/s0098-8472(00)00068-x
Falkengren-Grerup, et al. "Uptake capacity of amino acids by ten grasses and forbs in relation to soil acidity and nitrogen availability." Environmental and experimental botany vol. 44,3 (2000): 207-219. doi: https://doi.org/10.1016/s0098-8472(00)00068-x
Falkengren-Grerup U, Månsson KF, Olsson MO. Uptake capacity of amino acids by ten grasses and forbs in relation to soil acidity and nitrogen availability. Environ Exp Bot. 2000 Nov 01;44(3):207-219. doi: 10.1016/s0098-8472(00)00068-x. PMID: 11064041.
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A Novel Pentadentate Coordination Mode for the Carbonato Bridge: Synthesis, Crystal Structure, and Magnetic Behavior of (&mgr;(3)-CO(3))[Ni(3)(Medpt)(3)(NCS)(4)], a New Trinuclear Nickel(II) Carbonato-Bridged Complex with Strong Antiferromagnetic Coupling.

Inorganic chemistry

Escuer A, Vicente R, Kumar SB, Solans X, Font-Bardía M, Caneschi A.
PMID: 11666503
Inorg Chem. 1996 May 22;35(11):3094-3098. doi: 10.1021/ic9514105.

The trinuclear complex (&mgr;(3)-CO(3))[Ni(3)(Medpt)(3)(NCS)(4)] was obtained by reaction of basic solutions of nickel(II), Medpt (bis(3aminopropyl)methylamine) and thiocyanate ligand with atmospheric CO(2) or by simple reaction with carbonate anion. (&mgr;(3)-CO(3))[Ni(3)(Medpt)(3)(NCS)(4)] crystallizes in the triclinic system, space group P&onemacr;, with a...

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Escuer A, Vicente R, Kumar SB, et al. A Novel Pentadentate Coordination Mode for the Carbonato Bridge: Synthesis, Crystal Structure, and Magnetic Behavior of (&mgr;(3)-CO(3))[Ni(3)(Medpt)(3)(NCS)(4)], a New Trinuclear Nickel(II) Carbonato-Bridged Complex with Strong Antiferromagnetic Coupling. Inorg Chem. 1996;35(11):3094-3098doi: 10.1021/ic9514105.
Escuer, A., Vicente, R., Kumar, S. B., Solans, X., Font-Bardía, M., & Caneschi, A. (1996). A Novel Pentadentate Coordination Mode for the Carbonato Bridge: Synthesis, Crystal Structure, and Magnetic Behavior of (&mgr;(3)-CO(3))[Ni(3)(Medpt)(3)(NCS)(4)], a New Trinuclear Nickel(II) Carbonato-Bridged Complex with Strong Antiferromagnetic Coupling. Inorganic chemistry, 35(11), 3094-3098. https://doi.org/10.1021/ic9514105
Escuer, Albert, et al. "A Novel Pentadentate Coordination Mode for the Carbonato Bridge: Synthesis, Crystal Structure, and Magnetic Behavior of (&mgr;(3)-CO(3))[Ni(3)(Medpt)(3)(NCS)(4)], a New Trinuclear Nickel(II) Carbonato-Bridged Complex with Strong Antiferromagnetic Coupling." Inorganic chemistry vol. 35,11 (1996): 3094-3098. doi: https://doi.org/10.1021/ic9514105
Escuer A, Vicente R, Kumar SB, Solans X, Font-Bardía M, Caneschi A. A Novel Pentadentate Coordination Mode for the Carbonato Bridge: Synthesis, Crystal Structure, and Magnetic Behavior of (&mgr;(3)-CO(3))[Ni(3)(Medpt)(3)(NCS)(4)], a New Trinuclear Nickel(II) Carbonato-Bridged Complex with Strong Antiferromagnetic Coupling. Inorg Chem. 1996 May 22;35(11):3094-3098. doi: 10.1021/ic9514105. PMID: 11666503.
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N-(ferrocenylmethyl)-N-methylaminocyclotriphosphazenes.

Inorganic chemistry

Myer CN, Allen CW.
PMID: 11782144
Inorg Chem. 2002 Jan 14;41(1):60-6. doi: 10.1021/ic011049o.

The reactions of N-(ferrocenylmethyl)-N-methylamine, C(5)H(5)FeC(5)H(4)CH(2)(Me)NH, with hexachlorocyclotriphosphazene, N(3)P(3)Cl(6), led to the formation of the N-(ferrocenylmethyl)-N-methylaminocyclotriphosphazene derivatives, N(3)(-)P(3)Cl(6-n)[N(Me)CH(2)C(5)H(4)FeC(5)H(5)](n) (n = 1-3). Only small amounts of higher degrees of substitution could be detected. In the case of the disubstituted products, the...

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Myer CN, Allen CW. N-(ferrocenylmethyl)-N-methylaminocyclotriphosphazenes. Inorg Chem. 2002;41(1):60-6doi: 10.1021/ic011049o.
Myer, C. N., & Allen, C. W. (2002). N-(ferrocenylmethyl)-N-methylaminocyclotriphosphazenes. Inorganic chemistry, 41(1), 60-6. https://doi.org/10.1021/ic011049o
Myer, Charles N, and Allen, Christopher W. "N-(ferrocenylmethyl)-N-methylaminocyclotriphosphazenes." Inorganic chemistry vol. 41,1 (2002): 60-6. doi: https://doi.org/10.1021/ic011049o
Myer CN, Allen CW. N-(ferrocenylmethyl)-N-methylaminocyclotriphosphazenes. Inorg Chem. 2002 Jan 14;41(1):60-6. doi: 10.1021/ic011049o. PMID: 11782144.
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Synthesis, Characterization, and Reactivity of Urea Derivatives Coordinated to Cobalt(III). Possible Relevance to Urease.

Inorganic chemistry

Roecker L, Akande J, Elam LN, Gauga I, Helton BW, Prewitt MC, Sargeson AM, Swango JH, Willis AC, Xin T, Xu J.
PMID: 11670912
Inorg Chem. 1999 Mar 22;38(6):1269-1275. doi: 10.1021/ic980287p.

The syntheses of a cobalt(III) complex, 2, containing N-(2-pyridylmethyl)urea and of six complexes, 3, containing phenyl-substituted N-2-pyridylmethyl-N'-(X)phenylureas (where X = 4-H, 4-CH(3), 4-Br, 3-Cl, 4-CF(3), and 4-NO(2)), have been accomplished by reaction of [(en)(2)Co(OSO(2)CF(3))(2)](CF(3)SO(3)) with the urea ligands in...

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Roecker L, Akande J, Elam LN, et al. Synthesis, Characterization, and Reactivity of Urea Derivatives Coordinated to Cobalt(III). Possible Relevance to Urease. Inorg Chem. 1999;38(6):1269-1275doi: 10.1021/ic980287p.
Roecker, L., Akande, J., Elam, L. N., Gauga, I., Helton, B. W., Prewitt, M. C., Sargeson, A. M., Swango, J. H., Willis, A. C., Xin, T., & Xu, J. (1999). Synthesis, Characterization, and Reactivity of Urea Derivatives Coordinated to Cobalt(III). Possible Relevance to Urease. Inorganic chemistry, 38(6), 1269-1275. https://doi.org/10.1021/ic980287p
Roecker, Lee, et al. "Synthesis, Characterization, and Reactivity of Urea Derivatives Coordinated to Cobalt(III). Possible Relevance to Urease." Inorganic chemistry vol. 38,6 (1999): 1269-1275. doi: https://doi.org/10.1021/ic980287p
Roecker L, Akande J, Elam LN, Gauga I, Helton BW, Prewitt MC, Sargeson AM, Swango JH, Willis AC, Xin T, Xu J. Synthesis, Characterization, and Reactivity of Urea Derivatives Coordinated to Cobalt(III). Possible Relevance to Urease. Inorg Chem. 1999 Mar 22;38(6):1269-1275. doi: 10.1021/ic980287p. PMID: 11670912.
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Effects of heavy metals on nitrogen uptake by Paxillus involutus and mycorrhizal birch seedlings.

FEMS microbiology ecology

Blaudez D, Botton B, Chalot M.
PMID: 10922504
FEMS Microbiol Ecol. 2000 Jul 01;33(1):61-67. doi: 10.1111/j.1574-6941.2000.tb00727.x.

The effects of the heavy metals Cu, Cd, Ni, Pb and Zn on [(14)C]methylamine and [(14)C]aminoisobutyric acid uptake were studied in the free-living fungus Paxillus involutus and in mycorrhizal and non-mycorrhizal birch roots. The uptake of both N sources...

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Blaudez D, Botton B, Chalot M. Effects of heavy metals on nitrogen uptake by Paxillus involutus and mycorrhizal birch seedlings. FEMS Microbiol Ecol. 2000;33(1):61-67doi: 10.1111/j.1574-6941.2000.tb00727.x.
Blaudez, D., Botton, B., & Chalot, M. (2000). Effects of heavy metals on nitrogen uptake by Paxillus involutus and mycorrhizal birch seedlings. FEMS microbiology ecology, 33(1), 61-67. https://doi.org/10.1111/j.1574-6941.2000.tb00727.x
Blaudez, et al. "Effects of heavy metals on nitrogen uptake by Paxillus involutus and mycorrhizal birch seedlings." FEMS microbiology ecology vol. 33,1 (2000): 61-67. doi: https://doi.org/10.1111/j.1574-6941.2000.tb00727.x
Blaudez D, Botton B, Chalot M. Effects of heavy metals on nitrogen uptake by Paxillus involutus and mycorrhizal birch seedlings. FEMS Microbiol Ecol. 2000 Jul 01;33(1):61-67. doi: 10.1111/j.1574-6941.2000.tb00727.x. PMID: 10922504.
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A luminescent heterometallic dirhodium-silver chain.

Inorganic chemistry

Heyduk AF, Krodel DJ, Meyer EE, Nocera DG.
PMID: 11849060
Inorg Chem. 2002 Feb 25;41(4):634-6. doi: 10.1021/ic015562d.

A novel one-dimensional (1D) heterometallic chain, [[Rh(2)(dfpma)(2)(MeCN)(4)](2)[Ag(MeCN)(4)]][PF(6)](5) (1), is afforded from the in situ reaction of [ClRh(cod)](2) with [Ag(MeCN)(4)][PF(6)] and dfpma (dfpma = bis(difluorophosphine)methylamine). Dichroic crystals, which are obtained from MeCN/Et(2)O solutions, crystallize in the monoclinic space group C2/m...

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Heyduk AF, Krodel DJ, Meyer EE, et al. A luminescent heterometallic dirhodium-silver chain. Inorg Chem. 2002;41(4):634-6doi: 10.1021/ic015562d.
Heyduk, A. F., Krodel, D. J., Meyer, E. E., & Nocera, D. G. (2002). A luminescent heterometallic dirhodium-silver chain. Inorganic chemistry, 41(4), 634-6. https://doi.org/10.1021/ic015562d
Heyduk, Alan F, et al. "A luminescent heterometallic dirhodium-silver chain." Inorganic chemistry vol. 41,4 (2002): 634-6. doi: https://doi.org/10.1021/ic015562d
Heyduk AF, Krodel DJ, Meyer EE, Nocera DG. A luminescent heterometallic dirhodium-silver chain. Inorg Chem. 2002 Feb 25;41(4):634-6. doi: 10.1021/ic015562d. PMID: 11849060.
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A fluorescence detection scheme for capillary electrophoresis of N-methylcarbamates with on-column thermal decomposition and derivatization.

Analytical chemistry

Wu YS, Lee HK, Li SF.
PMID: 10763238
Anal Chem. 2000 Apr 01;72(7):1441-7. doi: 10.1021/ac990928d.

This paper describes a fluorescence detection method for N-methylcarbamate (NMC) pesticides in micellar electrokinetic chromatography (MEKC) separation. Fulfillment of the fluorescence detection hinged on the discovery that quaternary ammonium surfactants (particularly cetyltrimethylammonium bromide, CTAB), besides serving as hydrophobic pseudophases...

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Wu YS, Lee HK, Li SF. A fluorescence detection scheme for capillary electrophoresis of N-methylcarbamates with on-column thermal decomposition and derivatization. Anal Chem. 2000;72(7):1441-7doi: 10.1021/ac990928d.
Wu, Y. S., Lee, H. K., & Li, S. F. (2000). A fluorescence detection scheme for capillary electrophoresis of N-methylcarbamates with on-column thermal decomposition and derivatization. Analytical chemistry, 72(7), 1441-7. https://doi.org/10.1021/ac990928d
Wu, et al. "A fluorescence detection scheme for capillary electrophoresis of N-methylcarbamates with on-column thermal decomposition and derivatization." Analytical chemistry vol. 72,7 (2000): 1441-7. doi: https://doi.org/10.1021/ac990928d
Wu YS, Lee HK, Li SF. A fluorescence detection scheme for capillary electrophoresis of N-methylcarbamates with on-column thermal decomposition and derivatization. Anal Chem. 2000 Apr 01;72(7):1441-7. doi: 10.1021/ac990928d. PMID: 10763238.
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Reactivity of 2-halo-2H-azirines. 1. Reactions with nucleophiles.

The Journal of organic chemistry

Pinho e Melo TM, Lopes CS, Gonsalves AM, Beja AM, Paixão JA, Silva MR, da Veiga LA.
PMID: 11777440
J Org Chem. 2002 Jan 11;67(1):66-71. doi: 10.1021/jo010504v.

Nucleophilic substitution reactions of 2-halo-2H-azirines 1a, 1b, 1d, and 1e with potassium phthalimide and aniline allowed the preparation of new substituted 2H-azirines 2-5. The reactions of 2-bromo-2H-azirine 1a with methylamine led to the synthesis of alpha-diimines 7 and 8....

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Pinho e Melo TM, Lopes CS, Gonsalves AM, et al. Reactivity of 2-halo-2H-azirines. 1. Reactions with nucleophiles. J Org Chem. 2002;67(1):66-71doi: 10.1021/jo010504v.
Pinho e Melo, T. M., Lopes, C. S., Gonsalves, A. M., Beja, A. M., Paixão, J. A., Silva, M. R., & da Veiga, L. A. (2002). Reactivity of 2-halo-2H-azirines. 1. Reactions with nucleophiles. The Journal of organic chemistry, 67(1), 66-71. https://doi.org/10.1021/jo010504v
Pinho e Melo, Teresa M V D, et al. "Reactivity of 2-halo-2H-azirines. 1. Reactions with nucleophiles." The Journal of organic chemistry vol. 67,1 (2002): 66-71. doi: https://doi.org/10.1021/jo010504v
Pinho e Melo TM, Lopes CS, Gonsalves AM, Beja AM, Paixão JA, Silva MR, da Veiga LA. Reactivity of 2-halo-2H-azirines. 1. Reactions with nucleophiles. J Org Chem. 2002 Jan 11;67(1):66-71. doi: 10.1021/jo010504v. PMID: 11777440.
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Alpha2-Macroglobulin Modulates Interactions between Lymphocytes and Fibroblasts.

Russian journal of immunology : RJI : official journal of Russian Society of Immunology

Yarovinsky TO, Gorlina NK, Cheredeev AN, Kozlov IG, Zorin NA, Zorina RM.
PMID: 12687201
Russ J Immunol. 2001 Apr;6(1):1-8.

The aim of the present study was to evaluate the influence of apha2-macroglobulin (alpha(2)M) on lymphocyte adhesion to fibroblasts. Peripheral blood lymphocytes from healthy donors and two fibroblast lines (human diploid embryo fibroblasts M-19 and mouse transformed fibroblasts L929)...

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Yarovinsky TO, Gorlina NK, Cheredeev AN, et al. Alpha2-Macroglobulin Modulates Interactions between Lymphocytes and Fibroblasts. Russ J Immunol. 2001;6(1):1-8
Yarovinsky, T. O., Gorlina, N. K., Cheredeev, A. N., Kozlov, I. G., Zorin, N. A., & Zorina, R. M. (2001). Alpha2-Macroglobulin Modulates Interactions between Lymphocytes and Fibroblasts. Russian journal of immunology : RJI : official journal of Russian Society of Immunology, 6(1), 1-8.
Yarovinsky, Timur O., et al. "Alpha2-Macroglobulin Modulates Interactions between Lymphocytes and Fibroblasts." Russian journal of immunology : RJI : official journal of Russian Society of Immunology vol. 6,1 (2001): 1-8.
Yarovinsky TO, Gorlina NK, Cheredeev AN, Kozlov IG, Zorin NA, Zorina RM. Alpha2-Macroglobulin Modulates Interactions between Lymphocytes and Fibroblasts. Russ J Immunol. 2001 Apr;6(1):1-8. PMID: 12687201.
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New electron-deficient chiral phosphines: (4R,5R)-1,3-bis(trifluoromethanesulfonyl)perhydro-1,3,2-benzodiazaphosphol-2-yl] substituted amines.

Acta crystallographica. Section C, Crystal structure communications

Konya D, Philouze C, Gimbert Y, Greene AE.
PMID: 11828125
Acta Crystallogr C. 2002 Feb;58:o108-11. doi: 10.1107/s0108270101018200. Epub 2002 Jan 23.

Three chiral electron-deficient phosphine ligands, [(4R,15R)-,3-bis(trifluoromethanesulfonyl)perhydro-1,3,2-benzodiazaphosphol-2-yl]diethylamine, C(12)H(20)F(6)N(3)O(4)PS(2), (IIIa), [(4R,5R)-1,3-bis(trifluoromethanesulfonyl)perhydro-1,3,2-benzodiazaphosphol-2-yl]dimethylamine, C(10)H(16)F(6)N(3)O(4)PS(2), (IIIb), and bis[(4R,5R)-1,3-bis(trifluoromethanesulfonyl)perhydro-1,3,2-benzodiazaphosphol-2-yl]methylamine, (IV), as the chloroform solvate, C(17)H(23)F(12)N(5)O(8)P(2)S(4).0.98CHCl(3), have been prepared from (1R,2R)-N,N'-bis(trifluoromethanesulfonyl)-1,2-cyclohexanediamine and diethyl phosphoramidous dichloride, dimethyl phosphoramidous dichloride or methyl imidodiphosphorus tetrachloride. The pi-acceptor abilities of...

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Konya D, Philouze C, Gimbert Y, et al. New electron-deficient chiral phosphines: (4R,5R)-1,3-bis(trifluoromethanesulfonyl)perhydro-1,3,2-benzodiazaphosphol-2-yl] substituted amines. Acta Crystallogr C. 2002;58:o108-11doi: 10.1107/s0108270101018200.
Konya, D., Philouze, C., Gimbert, Y., & Greene, A. E. (2002). New electron-deficient chiral phosphines: (4R,5R)-1,3-bis(trifluoromethanesulfonyl)perhydro-1,3,2-benzodiazaphosphol-2-yl] substituted amines. Acta crystallographica. Section C, Crystal structure communications, 58o108-11. https://doi.org/10.1107/s0108270101018200
Konya, Denés, et al. "New electron-deficient chiral phosphines: (4R,5R)-1,3-bis(trifluoromethanesulfonyl)perhydro-1,3,2-benzodiazaphosphol-2-yl] substituted amines." Acta crystallographica. Section C, Crystal structure communications vol. 58 (2002): o108-11. doi: https://doi.org/10.1107/s0108270101018200
Konya D, Philouze C, Gimbert Y, Greene AE. New electron-deficient chiral phosphines: (4R,5R)-1,3-bis(trifluoromethanesulfonyl)perhydro-1,3,2-benzodiazaphosphol-2-yl] substituted amines. Acta Crystallogr C. 2002 Feb;58:o108-11. doi: 10.1107/s0108270101018200. Epub 2002 Jan 23. PMID: 11828125.
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Model Studies of TTQ-Containing Amine Dehydrogenases.

The Journal of organic chemistry

Itoh S, Takada N, Haranou S, Ando T, Komatsu M, Ohshiro Y, Fukuzumi S.
PMID: 11667879
J Org Chem. 1996 Dec 13;61(25):8967-8974. doi: 10.1021/jo961705f.

The reactions of a TTQ model compound [1, 3-methyl-4-(3'-methylindol-2'-yl)indole-6,7-dione] with several amines have been investigated in organic media to obtain mechanistic information on the action of quinoprotein methylamine and aromatic amine dehydrogenases. It has been found that compound 1...

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Itoh S, Takada N, Haranou S, et al. Model Studies of TTQ-Containing Amine Dehydrogenases. J Org Chem. 1996;61(25):8967-8974doi: 10.1021/jo961705f.
Itoh, S., Takada, N., Haranou, S., Ando, T., Komatsu, M., Ohshiro, Y., & Fukuzumi, S. (1996). Model Studies of TTQ-Containing Amine Dehydrogenases. The Journal of organic chemistry, 61(25), 8967-8974. https://doi.org/10.1021/jo961705f
Itoh, Shinobu, et al. "Model Studies of TTQ-Containing Amine Dehydrogenases." The Journal of organic chemistry vol. 61,25 (1996): 8967-8974. doi: https://doi.org/10.1021/jo961705f
Itoh S, Takada N, Haranou S, Ando T, Komatsu M, Ohshiro Y, Fukuzumi S. Model Studies of TTQ-Containing Amine Dehydrogenases. J Org Chem. 1996 Dec 13;61(25):8967-8974. doi: 10.1021/jo961705f. PMID: 11667879.
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