期刊
CRYSTENGCOMM
卷 22, 期 4, 页码 628-633出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c9ce01744e
关键词
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资金
- Foundation for Science and Technology (FCT), Portugal [UID/QUI/00100/2019, UIDB/00100/2020]
- Fundacao para a Ciencia e Tecnologia
- FCT
- Instituto Superior Tecnico [DL 57/2016, L 57/2017, IST-ID/85/2018, IST-ID/110/2018, IST-ID/295/2019]
- RUDN University Program 5-100
The role of substituents on resonance assisted hydrogen bonding (RAHB) vs. intermolecular hydrogen bonding is highlighted in known arylhydrazones of active methylene compounds (AHAMCs) and in their new representatives - (E/Z)-2-(2-(para-substitutedphenyl) hydrazineylidene)-N,N-diethyl-3-oxobutanamides (-C2H5, -H, -COOH, -CN). The strength of the H-bond depends on the attached functional groups to both the active methylene fragment and the aromatic moiety of the AHAMC. For instance, attachment of the strong electron donor group -N(C2H5)(2) (sigma(p) = -0.72) to the active methylene fragment of AHAMC allows to isolate this class of compounds without RAHB but with strong intermolecular H-bonds, which are the first examples reported herein.
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