Reaction of iodomethyltin(IV) compounds with (2s)-2,5-dihydro-3,6-dimethoxy-2-isopropylpyrazine

Karin Dölling

doi:10.2298/jsc111215007d

Reaction of iodomethyltin(IV) compounds with (2s)-2,5-dihydro-3,6-dimethoxy-2-isopropylpyrazine

Journal of the Serbian Chemical Society ◽

10.2298/jsc111215007d ◽

2012 ◽

Vol 77 (7) ◽

pp. 873-877

Author(s):

Karin Dölling

Keyword(s):

Nmr Spectroscopy ◽

Elemental Analysis ◽

119Sn Nmr ◽

119Sn Nmr Spectroscopy

Following the Sch?llkopf methodology the reaction of (2S)-2,5- dihydro-3,6-dimethoxy-2-isopropylpyrazine 1 with iodomethyl trimethylstannane gives (2S,5S)-2,5-dihydro-3,6-dimethoxy-5-trimethylstannylmethyl-2- isopropylpyrazine 2 in good yields. The obtained compound was characterized with elemental analysis and multinuclear (1H, 13C and 119Sn) NMR spectroscopy.

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An investigation of the base hydrolysis of methyl- and butyl-tin trichloride in aqueous solution by 1H and 119Sn NMR spectroscopy

Inorganica Chimica Acta ◽

10.1016/s0020-1693(00)85979-4 ◽

1990 ◽

Vol 177 (2) ◽

pp. 219-223 ◽

Cited By ~ 16

Author(s):

S.J. Blunden ◽

R. Hill

Keyword(s):

Aqueous Solution ◽

Nmr Spectroscopy ◽

Base Hydrolysis ◽

119Sn Nmr ◽

119Sn Nmr Spectroscopy ◽

Hydrolysis Of

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Reaction products of dichlorodiorganostannanes with sodium in liquid ammonia: In-situ investigations with 119Sn NMR spectroscopy and usage as intermediates for the synthesis of tetraorganostannanes

Journal of Organometallic Chemistry ◽

10.1016/j.jorganchem.2011.05.001 ◽

2011 ◽

Vol 696 (19) ◽

pp. 3041-3049 ◽

Cited By ~ 8

Author(s):

Markus Trummer ◽

Jérôme Zemp ◽

Cédric Sax ◽

Paul Smith ◽

Walter Caseri

Keyword(s):

Nmr Spectroscopy ◽

Liquid Ammonia ◽

Reaction Products ◽

119Sn Nmr ◽

119Sn Nmr Spectroscopy

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Synthesis, structure and 77Se/119Sn NMR spectroscopy of the new polyselenide, tris(tetraselenido)stannate(IV), [Sn(Se4)3]2−

Polyhedron ◽

10.1016/s0277-5387(00)84021-8 ◽

1990 ◽

Vol 9 (11) ◽

pp. 1389-1395 ◽

Cited By ~ 21

Author(s):

Song-Ping Huang ◽

Sandeep Dhingra ◽

Mercouri G. Kanatzidis

Keyword(s):

Nmr Spectroscopy ◽

119Sn Nmr ◽

119Sn Nmr Spectroscopy

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Organoborierung von Alkinylstannanen, XIV Organoborierung von Bis(alkinyl)stannanen: Mechanismus und Anwendung der 119Sn–NMR-Spektroskopie/ Organoboration of Alkynylstannanes, XIV Organoboration of Bis(alkynyl)stannanes: Mechanism and Application of 119Sn NMR Spectroscopy

Zeitschrift für Naturforschung B ◽

10.1515/znb-1984-0808 ◽

1984 ◽

Vol 39 (8) ◽

pp. 1037-1041 ◽

Cited By ~ 24

Author(s):

Susanna Kerschl ◽

Bernd Wrackmeyer

Keyword(s):

Quantitative Analysis ◽

Reaction Mechanism ◽

Nmr Spectroscopy ◽

Product Distribution ◽

Reaction Products ◽

Nmr Data ◽

119Sn Nmr ◽

119Sn Nmr Spectroscopy

AbstractDimethylbis(phenylethynyl)stannane (1) reacts with trialkylboranes, BR3 (2), to give bis(alkenyl stannanes (5) (R = C2H5), 1-bora-4-stanna-2,5-cyclohexadienes (6 ) (R = C2H5, C3H7i), 1- stanna-2,4-cyclopentadienes (7) (R = C2H5) and l-stanna-3-cyclopentenes (8 ) (R = CH3, C2H5). 13C and 119Sn NMR data prove the structure of the reaction products (5 to 8 ). 119Sn NMR is useful (i) for following the course of the reaction (mechanism!) and (ii) for quantitative analysis of the product distribution. Deorganoboration reactions play an important role in the formation of the various heterocyclic systems.

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