Synthesis of Functional Derivatives of Tricyclic Hydrocarbons

Бутенко, Л. Н.; Protopopov, P. A.; Derbisher, V. E.; Khardin, A. P.

doi:10.1080/00397918408062813

Cited by 24 publications

(4 citation statements)

References 2 publications

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“…Ethyl 1-adamantanepropionate (6c), ethyl 2-adamantanecarboxylate (6d), ethyl 3-cyclopentyl-1-adamantanecarboxylate (6g), ethyl 3-phenyl-1-adamantanecarboxylate (6j), diethyl 1,3-adamantanecarboxylate (6m) and diethyl 1,3-adamantanediacate (6n) were prepared in a similar manner as the esters 6a and 6b, from the corresponding carboxylic acids, which were obtained by following methods as described in the literature. [31][32][33][34][35][36][37][38] The synthesis of ethyl 2-adamantaneacetate (6e), was effected as described in literature. 39 The synthetic pathway followed for the preparation of ethyl 3-cyclopentyl-1-adamantane acetate (6h) is shown in Scheme 2.…”

Section: Resultsmentioning

confidence: 99%

New hydrazones of 5-nitro-2-furaldehyde with adamantanealkanohydrazides: synthesis and in vitro trypanocidal activity

et al. 2016

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Section: Resultsmentioning

confidence: 99%

New hydrazones of 5-nitro-2-furaldehyde with adamantanealkanohydrazides: synthesis and in vitro trypanocidal activity

et al. 2016

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“…Many other adamantane derivatives could be prepared facilely from them through various routes. For example, adamantyl amine can be obtained via a four-step substitution of adamantyl bromide, 53 as shown in Scheme 6, while adamantanedicarboxylic acid can be synthesized via Koch-Haff carboxylation 57 of hydroxyl substituted adamantane (Scheme 7).…”

Section: -31mentioning

confidence: 99%

Derivatization of diamondoids for functional applications

et al. 2015

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Diamondoids, a group of hydrocarbon cage molecules that resemble diamond lattice, are attracting increasing interest in the past decade. Their diamond-like structure warrants that diamondoids inherit the superior properties of diamond at nanoscale, including exceptional hardness and stiffness, high thermal stability, high chemical resistance, unique optical properties and fluorescence, and excellent biocompatibility. To effectively take advantage of the fascinating properties of diamondoids, they must be properly functionalized so that they can be covalently incorporated into the host systems or compatibly mixed with the hosts. Herein, the origin, synthesis, derivatization, and application of diamondoids are reviewed. In particular, how the derivatized diamondoids for various functional applications, including pharmaceuticals, polymers, fine chemicals, nanomaterials, and optical devices, are discussed. It is hoped that this review article can attract more interest in diamondoids, which in turn helps motivate the development of new synthesis and application of diamondoids and their derivatives so that this group of unique molecules can bring more benefits. Scheme 3 Bromination of adamantane under phase-transfer conditions.Scheme 4 Synthesis of 1,3,5,7-tetrabromoadamantane.Scheme 5 Preparation of 1-adamantanol by the ozonation of adamantane over silica gel.Scheme 6 Preparation of adamantyl amine.Scheme 7 Preparation of 1,3-adamantanedicarboxylic acid.

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“…The 1,3-adamantanedicarboxylic acid was synthesized and purified as reported [13]. N,N-dimethyl-1,3-propanediamine, 1-bromododecane, 1-bromotetradecane, and 1-bromohexadecane were purchased from Aldrich and used without further purification.…”

Section: Materials and Instrumentationmentioning

confidence: 99%

Synthesis, Surface Property and Antimicrobial Activity of Cationic Gemini Surfactants Containing Adamantane and Amide Groups

Zhong

Guo

et al. 2014

J Surfact & Detergents

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A series of novel cationic gemini surfactants, namely 1,3‐adamantanedicarboxylic acid bis(alkyldimethyl‐3‐ammoniopropyl amide) dibromide designated as [Ad‐2(amCn)] (n = 12, 14, 16), containing adamantane, two amide groups, and two hydrocarbon chains, were synthesized from 1,3‐adamantanedicarboxylic acid. The surface‐active properties of the surfactants were investigated through surface tension and electrical conductivity measurement. A series of thermodynamic parameters such as standard free energy )(normalΔGm∘, enthalpy )(normalΔHm∘, and entropy )(normalΔSm∘ of micellization were evaluated from electrical conductivity measurements in the temperature range from 288 to 308 K. The micellization for [Ad‐2(amCn)] is entropy‐driven at low temperature and enthalpy‐driven at high temperature. Further, the antimicrobial activity of the synthesized gemini surfactants against both Gram‐positive and Gram‐negative bacteria was also investigated, and this study showed that the compound [Ad‐2(amC12)] has excellent antibacterial activity against all studied bacteria.

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Synthesis of Functional Derivatives of Tricyclic Hydrocarbons

Cited by 24 publications

References 2 publications

New hydrazones of 5-nitro-2-furaldehyde with adamantanealkanohydrazides: synthesis and in vitro trypanocidal activity

New hydrazones of 5-nitro-2-furaldehyde with adamantanealkanohydrazides: synthesis and in vitro trypanocidal activity

Derivatization of diamondoids for functional applications

Synthesis, Surface Property and Antimicrobial Activity of Cationic Gemini Surfactants Containing Adamantane and Amide Groups

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