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C,N-Chelated Organogermanium(II) Hydride as Catalyst for Esterification of Aldehydes
Year: 2025
Type of publication: článek v odborném periodiku
Name of source: Chemistry - A European Journal
Publisher name: Wiley-VCH
Place: Weinheim
Page from-to: e202501543
Titles:
Language Name Abstract Keywords
cze C,N-chelátovaný organogermanium(II) hydrid jako katalyzátor pro esterifikaci aldehydů Reakce monomerního C,N-chelátovaného organogermanium(II) hydridu L(H)Ge<middle dot>BH3 ​​(1) s alkoxidy draselnými KOR poskytly hydrido-alkoxo-germanato-boráty draselné {K(THF)2[BH3<middle dot>Ge(L)(H)(OR)]}2 (R = tBu (2), C(CH3)2CH2CH3 (3)) jako produkty adice KOR. Sloučeniny 2 a 3 reagují s benzaldehydem za vzniku alkylesterů kyseliny benzoové a zároveň eliminují neutrální komplex L(H)Ge<middle dot>BH3 ​​(1). Komplex 1 byl tedy testován jako užitečný katalyzátor pro esterifikaci aldehydů pomocí KOtBu. Analýza GC-MS odhalila tvorbu t-butylesterů příslušných karboxylových kyselin. Mechanistické studie esterifikace benzaldehydu s KOtBu katalyzovanou sloučeninou 1 byly také provedeny buď teoreticky (DFT výpočty), nebo experimentálně (NMR a IR spektroskopie). esterifikace; germylen; hydrid; IR spektroskopie; NMR spektroskopie
eng C,N-Chelated Organogermanium(II) Hydride as Catalyst for Esterification of Aldehydes The reactions of the monomeric C,N-chelated organogermanium(II) hydride L(H)Ge<middle dot>BH3 (1) with potassium alkoxides KOR provided potassium hydrido-alkoxo-germanato-borates {K(THF)2[BH3<middle dot>Ge(L)(H)(OR)]}2 (R = tBu (2), C(CH3)2CH2CH3 (3)) as products of KOR addition. Compounds 2 and 3 react with benzaldehyde under formation of alkyl esters of benzoic acid along with elimination of a neutral complex L(H)Ge<middle dot>BH3 (1). Thus complex 1 was tested as a useful catalyst for esterification of aldehydes by KOtBu. The GC-MS analysis revealed formation of t-butyl esters of appropriated carboxylic acids. The mechanistic studies for the esterification of benzaldehyde with KOtBu catalyzed by 1 were also performed either theoretically (DFT calculations), or experimentally (NMR and IR spectroscopy). esterification; germylene; hydride; IR spectroscopy; NMR spectroscopy

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