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Hydrazone

About: Hydrazone is a research topic. Over the lifetime, 4853 publications have been published within this topic receiving 65160 citations. The topic is also known as: hydrazone.


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Journal ArticleDOI
TL;DR: The pH-activated E/Z isomerization of a series of hydrazone-based systems having different functional groups as part of the rotor was studied and it was found that the nature of the R group is critical for efficient switching to occur.
Abstract: The pH-activated E/Z isomerization of a series of hydrazone-based systems having different functional groups as part of the rotor (R = COMe, CN, Me, H), was studied. The switching efficiency of these systems was compared to that of a hydrazone-based molecular switch (R = COOEt) whose E/Z isomerization is fully reversible. It was found that the nature of the R group is critical for efficient switching to occur; the R group should be a moderate H-bond acceptor in order to (i) provide enough driving force for the rotor to move upon protonation, and (ii) stabilize the obtained Z configuration, to achieve full conversion.

34 citations

Journal ArticleDOI
TL;DR: In this paper, it was shown that the hydrazone derived from 8 lost nitrogen to give carbene 14 which in turn produced carbene 11 and 12, and it was further postulated that this loss was compensated by a loss of nitrogen in the resulting carbene.
Abstract: Oxidation of 2-hydrazono-N,N,N′,N′ tetramethylthiooxamide (8) by various reagents did not provide the expected thiadiazole 4, but rather gave azines 11 and 12. It is postulated that the hydrazone derived from 8 lost nitrogen to give carbene 14 which in turn produced 11 and 12.

34 citations

Journal ArticleDOI
TL;DR: In this paper, 3-Aryl-2H-1,4-benzothiazines have been converted into cyanine dyes by condensing their hydroperchlorates with aldehydes, and into azo-compounds by coupling with reactive diazonium salts.
Abstract: 3-Aryl-2H-1,4-benzothiazines have been converted into cyanine dyes by condensing their hydroperchlorates with aldehydes, and into azo-compounds by coupling with reactive diazonium salts. The azo-compounds were also obtained by condensing arylglyoxal hydrazonyl bromides with o-aminothiophenol; they exist predominantly in their tautomeric hydrazone forms. 2-Amino-3-mercapto-1,4-naphthoquinone condenses with ω-bromoaceto-phenones to form 3-aryl-3,4-dihydro-3-hydroxy-2H-naphtho[2,3-b]-1,4-thiazine-5,10-quinones. Attempts to dehydrate these carbinolamines gave a variety of products. Oxidation of the phenyl analogue with iodosobenzene diacetate led to acetyoxylation at C-2 by an indirect Pummerer oxidation.

34 citations

Journal ArticleDOI
TL;DR: Trimethylsilyllithium undergoes conjugate addition to dimethylhydrazones of α,β-unsaturated ketones, and the resulting metalloenamine intermediates can be alkylated to give α-substituted-β-silyl ketones as discussed by the authors.

33 citations

Journal ArticleDOI
TL;DR: In this paper, a reduction of β-asarone with DDQ gave trans-2,4,5-trimethoxycinnamaldehyde, which on treatment with p-toluenesulfonyl hydrazine provided corresponding α,β-unsaturated hydrazone derivative.
Abstract: Oxidation of β-asarone (2) with DDQ gave trans-2,4,5-trimethoxycinnamaldehyde (3), which on treatment with p-toluenesulfonyl hydrazine provided corresponding α,β-unsaturated hydrazone derivative (4). Reduction of 4 with sodium borohydride in acetic acid afforded γ-asarone (1) in 43% yield.

33 citations


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Performance
Metrics
No. of papers in the topic in previous years
YearPapers
2023230
2022455
2021122
2020152
2019158
2018153