том 130 издание 6 страницы 739-746

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

Тип публикацииJournal Article
Дата публикации1997-06-01
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ISSN00092940
Inorganic Chemistry
Краткое описание

Trialkylstannyl esters of tris(2‐hydroxyalkyl)amines, N(CH2CHROSnAlk3)3 (9‐11 (R = H, Me; Alk = Et, Bu), react with X3GeC(R1)(R2)COOR3 (1217) (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 (18), in high yields. The synthesis of esters 1217 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.

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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.
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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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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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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.