Chemische Berichte

, volume 130 , issue 6 , pages 739-746

Synthesis of germatranyl derivatives of esters of carboxylic acids via organometallic (Si, Ge, Sn) reagents

Galina S. Zaitseva ¹

Ljudmila I Livantsova ¹

Mohammed Nasim ¹

Sergei S Karlov ¹

Andrei V. Churakov ²

Judith A. Howard ²

Evgeni V Avtomonov ³

Jörg Lorbert ³

Hide authors affiliations Show authors affiliations: 3 affiliations

Chemistry Department, Moscow State University B‐234 Vorob'evy Gory, 119899 Moscow, Russia |

Department of Chemistry, University of Durham, Science Laboratories South Road, Durham, DH1 3LE, England |

Fachbereich Chemie, Philipps‐Universität Marburg, Hans‐Meerwein‐Straße, D‐35032 Marburg/Lahn, Germany |

Publication type: Journal Article

Publication date: 1997-06-01

Wiley

Chemische Berichte

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ISSN: 00092940

DOI: 10.1002/cber.19971300611

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Inorganic Chemistry

Abstract

Trialkylstannyl esters of tris(2‐hydroxyalkyl)amines, N(CH₂CHROSnAlk₃)₃ (9‐11 (R = H, Me; Alk = Et, Bu), react with X₃GeC(R¹)(R²)COOR³ (12–17) (X  Cl or Br; R¹, R²=H, Me, Ph, SiMe₃, COOEt; R³=Me, Et) to give esters of α‐germatranylcarboxylic acids, N(CH₂CHRO)₃GeC(R¹)(R²)‐COOR³ (1–8), in high yields. The synthesis of esters 12–17 is reported. Esters of α‐germatranyldiphenylacetic acid 24 and 25 can be obtained by treatment of diphenylketene with Et₃SnOMe to give in situ Et₃SnC(Ph₂)COOMe (23), followed by reaction with GeCl₄ to give in situ Cl₃GeC(Ph₂)COOMe (22 and further reactions with 9 or 11, respectively. Reduction of germatrane 6 with LiAlH₄ in diethyl ether leads to cleavage of the germanium‐carbon bond with subsequent formation of (2‐hydroxyethyl)trimethylsilane. The crystal structures of 3, 6 and 7 are reported. 1‐Acyloxygermatranes 26 and 27 are obtained by treatment of 1‐methoxygermatrane (28) with diphenyl‐ and dichloroacetic acid, respectively.

Found

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Churakov Andrei

PhD in Chemistry

554 publications, 7 046 citations, 13 reviews

h-index: 37

Kurnakov Institute of General and Inorganic Chemistry of the Russian Academy of Sciences

3 citations

Tyurin Daniil

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PhD in Chemistry

72 publications, 683 citations

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Lomonosov Moscow State University

Computational chemistry

Computational methods in chemistry

Cryogenic technology

EPR spectroscopy

High-performance computing

IR spectroscopy

Interaction of X-ray and synchrotron radiation with matter

Matrix isolation

Molecular modeling

Molecular spectroscopy

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Non-valent interactions

1 citation

Zaitsev Kirill

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DSc in Chemistry

101 publications, 1 311 citations, 73 reviews

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Lomonosov Moscow State University

A.V. Topchiev Institute of Petrochemical Synthesis RAS

Organometallic Chemistry

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Zaitseva G. S. et al. Synthesis of germatranyl derivatives of esters of carboxylic acids via organometallic (Si, Ge, Sn) reagents // Chemische Berichte. 1997. Vol. 130. No. 6. pp. 739-746.

GOST all authors (up to 50) Copy

Zaitseva G. S., Livantsova L. I., Nasim M., Karlov S. S., Churakov A. V., Howard J. A., Avtomonov E. V., Lorbert J. Synthesis of germatranyl derivatives of esters of carboxylic acids via organometallic (Si, Ge, Sn) reagents // Chemische Berichte. 1997. Vol. 130. No. 6. pp. 739-746.

RIS |

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RIS Copy

TY - JOUR

DO - 10.1002/cber.19971300611

UR - https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/cber.19971300611

TI - Synthesis of germatranyl derivatives of esters of carboxylic acids via organometallic (Si, Ge, Sn) reagents

T2 - Chemische Berichte

AU - Zaitseva, Galina S.

AU - Livantsova, Ljudmila I

AU - Nasim, Mohammed

AU - Karlov, Sergei S

AU - Churakov, Andrei V.

AU - Howard, Judith A.

AU - Avtomonov, Evgeni V

AU - Lorbert, Jörg

PY - 1997

DA - 1997/06/01

PB - Wiley

SP - 739-746

IS - 6

VL - 130

SN - 0009-2940

ER -

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@article{1997_Zaitseva,

author = {Galina S. Zaitseva and Ljudmila I Livantsova and Mohammed Nasim and Sergei S Karlov and Andrei V. Churakov and Judith A. Howard and Evgeni V Avtomonov and Jörg Lorbert},

title = {Synthesis of germatranyl derivatives of esters of carboxylic acids via organometallic (Si, Ge, Sn) reagents},

journal = {Chemische Berichte},

year = {1997},

volume = {130},

publisher = {Wiley},

month = {jun},

url = {https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/cber.19971300611},

number = {6},

pages = {739--746},

doi = {10.1002/cber.19971300611}

}

MLA

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MLA Copy

Zaitseva, Galina S., et al. “Synthesis of germatranyl derivatives of esters of carboxylic acids via organometallic (Si, Ge, Sn) reagents.” Chemische Berichte, vol. 130, no. 6, Jun. 1997, pp. 739-746. https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/cber.19971300611.

Publisher

Wiley

Journal

Chemische Berichte

SJR

—

CiteScore

—

Impact factor

—

ISSN

00092940 (Print)

Labs

Laboratory of Crystal Chemistry and X-ray Diffraction Analysis

Profiles

Andrei V Churakov