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1. δ18O compound-specific stable isotope assessment: An advanced analytical strategy for sophisticated adulterations detection in essential oils - Application to spearmint, cinnamon, and bitter almond essential oils authentication

Author:
Aurélien Cuchet; Anthony Anchisi; Frédéric Schiets; Elise Carénini; Patrick Jame; Hervé Casabianca
Source:
Talanta 2023 v.252 pp. 123801
ISSN:
0039-9140
Subject:
benzaldehyde,   etc   ; Mentha spicata; almonds; carvone; cinnamon; enantioselectivity; industry; markets; metabolites; perfumes; stable isotopes;     Show all 11 Subjects
Abstract:
... Natural plant extracts are primarily used as raw materials in the cosmetic and perfumery industry. However, adulterations with petrochemical products are occurring in the market, leading to non-100% natural products. Several analytical techniques such as impurity detection or enantioselective ratio assessments have been previously described as good indicators to detect any addition of synthetic pr ...
DOI:
10.1016/j.talanta.2022.123801

2. Magnetically-separable acid-resistant CoFe2O4@Polymer@MIL-100 core-shell catalysts for the acetalization of benzaldehyde and methanol

Author:
Yaran Cheng; Jing Chen; Tong Wang; Qin Wu; Daxin Shi; Yaoyuan Zhang; Kangcheng Chen; Hansheng Li
Source:
Journal of colloid and interface science 2023 v.629 pp. 571-581
ISSN:
0021-9797
Subject:
benzaldehyde,   etc   ; acid tolerance; catalysts; catalytic activity; corrosion; ligands; magnetic separation; magnetism; mass transfer; methanol; nanoparticles; polymers; salt concentration;     Show all 13 Subjects
Abstract:
... Novel reusable acid-resistant magnetic polymer nanospheres-immobilized MIL-100 (CoFe₂O₄@Polymer@MIL-100) catalyst was prepared by a layer-by-layer method to achieve a controllable structure. The obtained core-shell catalyst consisted of modified magnetic nanoparticles as the core, a carboxylic-functionalized polymer as the protective layer, and an MIL-100 shell as the active catalytic layer by che ...
DOI:
10.1016/j.jcis.2022.09.004

3. Evaluation of essential oil composition and antioxidant activity of yarrow as influenced by foliar application of humic substance-based products: Using multivariate exploratory method

Author:
Maryam Zahedifar; Sharareh Najafian
Source:
Scientia horticulturae 2023 v.308 pp. 111557
ISSN:
0304-4238
Subject:
benzaldehyde,   etc   ; Achillea millefolium; antioxidant activity; application rate; borneol; camphor; cineole; essential oils; foliar application; fulvic acids; humic acids; octenol; p-cymene; plant extracts; principal component analysis; spathulenol; sustainable agriculture; thymol; variance;     Show all 19 Subjects
Abstract:
... The growth-promoting ability with the organic fertilizers especially humic substance-based products, it has caused their use to be considered. This research aimed to investigate the effect of foliar application of humic and fulvic acids on essential oil compositions and antioxidant activity of yarrow (Achillea millefolium L.) based on Principal Component Analysis (PCA) and calculating the selectio ...
DOI:
10.1016/j.scienta.2022.111557

4. Regiospecific construction of m-alkenyl benzaldehyde from β-bromoenal and vinyl borate

Author:
Xiaolan Xin; Yilin Liu; Lu Zhou; You Li; Han Luo; Lei Liu; Ruopeng Bai; Yu Lan; Baosheng Li
Source:
Chemical communications 2022 v.58 no.32 pp. 4989-4992
ISSN:
1364-548X
Subject:
benzaldehyde,   etc   ; borates; regioselectivity;     Show all 3 Subjects
Abstract:
... Herein, we report a Pd-catalyzed regiospecific cycloaromatization of β-bromoenal and vinyl borate esters to synthesize m-alkenyl substituted benzaldehydes. This allows the construction of complex molecules from simple materials, which may be useful in the search for new optical materials. ...
DOI:
10.1039/d2cc01441f

5. Chromium-catalyzed couplings of C(aryl)–SMe bonds for accessing arylated and alkylated benzaldehyde derivatives

Author:
Haohao Zeng; Shangru Yang; Chao Li; Fei Fan; Liang Ling; Meiming Luo; Xiaoming Zeng
Source:
Chemical communications 2022 v.58 no.50 pp. 7094-7097
ISSN:
1364-548X
Subject:
benzaldehyde,   etc   ; catalytic activity; cost effectiveness;     Show all 3 Subjects
Abstract:
... Described here is the chromium-catalyzed cleavage of C(aryl)–SMe bonds leading to coupling with organomagnesium to give functionalized benzaldehydes under mild conditions. This reaction was promoted specifically by a low-cost and simple CrCl₂ salt used as a precatalyst, enabling synchronous activations of ortho-C(aryl)–SMe and ortho′-C(aryl)–H bonds to achieve difunctionalization of benzaldimines. ...
DOI:
10.1039/d2cc01631a

6. Selective Oxidation of Alkylarenes to the Aromatic Ketones or Benzaldehydes with Water

Author:
Jin Zhang; Jihong Du; Chenyang Zhang; Kun Liu; Feifei Yu; Yongkun Yuan; Baogen Duan; Renhua Liu
Source:
Organic letters 2022 v.24 no.5 pp. 1152-1157
ISSN:
1523-7052
Subject:
benzaldehyde,   etc   ; byproducts; hydrogen; oxidation; oxygen;     Show all 5 Subjects
Abstract:
... Here a palladium-catalyzed oxidation method for converting alkylarenes into the aromatic ketones or benzaldehydes with water as the only oxygen donor is reported. This C–H bond oxidation functionalization does not require other oxidants and hydrogen acceptors, and H₂ is the only byproduct. The oxygen atom introduced into the products is confirmed to be from water by the MS analysis on the product ...
DOI:
10.1021/acs.orglett.1c04154

7. Derivatization-free determination of carbonyl compounds using bifunctional chemiluminescence coreactant thiourea dioxide

Author:
Fangshuo Liu; Kaixiang Ji; Shuai Quan; Zhenzhen Zhou; Zhiyong Dong; Altaf Hussain; Wei Zhang; Guobao Xu
Source:
Chemical communications 2022 v.58 no.73 pp. 10214-10217
ISSN:
1364-548X
Subject:
benzaldehyde,   etc   ; chemiluminescence; flavor; oxidants; thiourea;     Show all 5 Subjects
Abstract:
... Uniquely, thiourea dioxide not only can reduce carbonyl compounds but also generate an oxidant to trigger luminol chemiluminescence. Herein, derivatization-free carbonyl compound detection using bifunctional chemiluminescence coreactant thiourea dioxide has been developed for the first time with the second most crucial flavor benzaldehyde as a representative. ...
DOI:
10.1039/d2cc04104a

8. Synthesis of Highly Congested Tertiary Alcohols via the [3,3] Radical Deconstruction of Breslow Intermediates

Author:
Roger Machín Rivera; Nikolas R. Burton; Luke D. Call; Marshall A. Tomat; Vincent N. G. Lindsay
Source:
Organic letters 2022 v.24 no.23 pp. 4275-4280
ISSN:
1523-7052
Subject:
benzaldehyde,   etc   ; alcohols; diastereoselectivity; salting; salts;     Show all 5 Subjects
Abstract:
... Pericyclic processes such as [3,3]-sigmatropic rearrangements leading to the rapid generation of molecular complexity constitute highly valuable tools in organic synthesis. Herein, we report the formation of particularly hindered tertiary alcohols via rearrangement of Breslow intermediates formed in situ from readily available N-allyl thiazolium salts and benzaldehyde derivatives. Experimental mec ...
DOI:
10.1021/acs.orglett.2c01627

9. 19F magnetic resonance probes for detecting formaldehyde

Author:
Justin O. Massing; Leila Almounajed; Kyle A. Minder; Joseph D. Lange; Lina A. Eltahir; Jessica L. Kelts
Source:
Tetrahedron letters 2022 v.98 pp. 153796
ISSN:
0040-4039
Subject:
benzaldehyde,   etc   ; ammonia; formaldehyde; hydrolysis; magnetism;     Show all 5 Subjects
Abstract:
... Herein we report two separate ¹⁹F magnetic resonance (MR) probes responsive towards formaldehyde. Both agents were synthesized in a single step via aminoallylation of either 4-fluorobenzaldehyde (1FA) or 4-(trifluoromethyl)benzaldehyde (3FA) with ammonia and allylboronic acid pinacol ester. Condensation of the resulting homoallylic amines 1FA and 3FA with formaldehyde, followed by a 2-aza-Cope rea ...
DOI:
10.1016/j.tetlet.2022.153796

10. Visible-light enabled one-pot three-component Petasis reaction for synthesis of α-substituted secondary sulfonamides/amides/hydrazides

Author:
Devaiah Vytla; Jithendra Emmadi; Rajeswari Velayuthaperumal; Parinita Shaw; Cullen L. Cavallaro; Arvind Mathur; Amrita Roy
Source:
Tetrahedron letters 2022 v.106 pp. 154055
ISSN:
0040-4039
Subject:
benzaldehyde,   etc   ; hydrazides; imines; light; photocatalysts; sulfates;     Show all 6 Subjects
Abstract:
... We report herein an efficient three-component photoredox-catalyzed Petasis reaction. Under the optimized conditions using [Ir{dFCF₃PPy}₂(dtbpy)]PF₆ as the photocatalyst, a wide range of sulfonamides, amides and hydrazides can efficiently undergo imine formation with various benzaldehydes followed by radical α-alkylation with alkyltrifluoroborates in presence of sodium hydrogen sulfate. The operati ...
DOI:
10.1016/j.tetlet.2022.154055

11. Ir-Catalyzed Remote Functionalization by the Combination of Deconjugative Chain-Walking and C–H Activation Using a Transient Directing Group

Author:
King Hung Nigel Tang; Kanako Uchida; Kazuki Nishihara; Mamoru Ito; Takanori Shibata
Source:
Organic letters 2022 v.24 no.6 pp. 1313-1317
ISSN:
1523-7052
Subject:
benzaldehyde,   etc   ; alkenes; carbon-hydrogen bond activation; isomerization;     Show all 4 Subjects
Abstract:
... An Ir-catalyzed reaction of N-benzylideneanilines with functionalized alkenes such as α,β-unsaturated esters gave ortho-substituted benzaldehyde derivatives with a functional group at the remote position after acidic treatment. The present transformation involves deconjugative long-range isomerization (chain-walking) up to 11 times and C–H activation using an imino group as a transient directing g ...
DOI:
10.1021/acs.orglett.1c04321

12. Macro-Meso-Microporous Metal–Organic Frameworks: Template-Assisted Spray Drying Synthesis and Enhanced Catalysis

Author:
Ni Wang; Yan Wei; Miao Chang; Jingran Liu; Jie-Xin Wang
Source:
ACS applied materials & interfaces 2022 v.14 no.8 pp. 10712-10720
ISSN:
1944-8252
Subject:
benzaldehyde,   etc   ; catalytic activity; macropores; polystyrenes; porous media;     Show all 5 Subjects
Abstract:
... Hierarchically porous metal–organic frameworks (HP-MOFs) are promising in many applications. However, most previous studies focus on HP-MOFs with two kinds of pore structures. Herein, a strategy for efficient construction of HP-MOFs possessing macro-meso-micropores using template-assisted spray drying followed by etching process is proposed. Taking ZIF-8 as an example, using polystyrene (PS) templ ...
DOI:
10.1021/acsami.1c23297

13. Temporal control of protein labeling by a photo-caged benzaldehyde motif and discovery of host cell factors of avian influenza virus infection [Erratum: September 2022, v.58(71); p.9958]

Author:
Nicholas Asiimwe; Jung Hoon Lee; Kyung Tae Hong; Dhiraj P. Murale; Md. Mamunul Haque; Dong-Hoon Kim; Jun-Seok Lee
Source:
Chemical communications 2022 v.58 no.67 pp. 9345-9348
ISSN:
1364-548X
Subject:
benzaldehyde,   etc   ; Influenza A virus; Lewis acids; models;     Show all 4 Subjects
Abstract:
... Photo-caged benzaldehyde probes using o-nitrophenylethylene glycol were designed for photo-activated electrophile generation. Using photo-activated electrophile generating probes, we successfully revealed under-represented host cell response factors using an avian influenza virus infection model. ...
DOI:
10.1039/d2cc04091c

14. Activation of o-Propargyl Alcohol Benzaldehydes under Acetalization Conditions for Intramolecular Electrophile Intercepted Meyer–Schuster Rearrangement

Author:
Golla Ramesh; Bokka Venkat Ramulu; Rengarajan Balamurugan
Source:
Journal of organic chemistry 2022 v.87 no.13 pp. 8633-8647
ISSN:
1520-6904
Subject:
benzaldehyde,   etc   ; Lewis acids; alcohols; indans; organic chemistry;     Show all 5 Subjects
Abstract:
... The reactivity of o-propargyl alcohol benzaldehydes has been increased tremendously toward Brønsted acid-catalyzed intramolecular electrophile intercepted Meyer–Schuster (M–S) rearrangement under acetalization conditions using trimethyl orthoformate (TMOF). The in situ formed acetal transfers the methoxy group intramolecularly to generate the M–S intermediate in even less reactive substrates, and ...
DOI:
10.1021/acs.joc.2c00826

15. Self-Induced Oxygen Vacancies on Carboxyl-Rich MIL-121 Enable Efficient Activation and Oxidation of Benzyl Alcohol under Visible Light

Author:
Ming Li; Jianhao Qiu; Jie Xu; Yuxiang Zhu; Jianfeng Yao
Source:
ACS applied materials & interfaces 2022 v.14 no.9 pp. 11509-11516
ISSN:
1944-8252
Subject:
benzaldehyde,   etc   ; benzyl alcohol; light; oxidants; oxidation; oxygen; photocatalysis;     Show all 7 Subjects
Abstract:
... The oxygen vacancies could efficiently drive the photocatalytic oxidation of aromatic alcohol through the activation of reactants. However, the activation between aromatic alcohol and O₂ (oxidant) over oxygen vacancies is rarely studied. Herein, the ZnIn₂S₄/MIL-121 heterostructure with abundant surface uncoordinated carboxyl was rationally designed for benzyl alcohol (BA) oxidation under visible l ...
DOI:
10.1021/acsami.1c24934

16. Electroreductive C[sbnd]O coupling of benzaldehyde over SACs Au–NiMn2O4 spinel synergetic composites

Author:
Meichun Qin; Shiying Fan; Xinyong Li; Moses O. Tade; Shaomin Liu
Source:
Journal of colloid and interface science 2022 v.625 pp. 305-316
ISSN:
0021-9797
Subject:
benzaldehyde,   etc   ; adsorption; biomass; density functional theory; energy; molecular weight;     Show all 6 Subjects
Abstract:
... Electroreductive CO coupling provides a prospective strategy for biomass derivative upgrading via reducing the number of oxygen-containing functional groups and increasing their molecular weight. However, exploring superior electrocatalysts with effective reactivity and high selectivity for target products are still a challenge. In this work, single atom Au surface derived NiMn₂O₄ (SACs Au−NiMn₂O₄ ...
DOI:
10.1016/j.jcis.2022.06.021

17. Formation of Breslow Intermediates under Aprotic Conditions: A Computational Study

Author:
Gou-Tao Huang; Ming-Hsiu Hsieh; Jen-Shiang K. Yu
Source:
Journal of organic chemistry 2022 v.87 no.5 pp. 2501-2507
ISSN:
1520-6904
Subject:
benzaldehyde,   etc   ; density functional theory; hydrogen bonding; organic chemistry; zwitterions;     Show all 5 Subjects
Abstract:
... The mechanism of formation of the Breslow intermediate (BI) under aprotic conditions is investigated with density functional theory (DFT) calculations. The zwitterionic adduct (ZA) is formed by the first addition of an imidazolinylidene to benzaldehyde. The forward reaction is found to proceed through the second addition of the ZA to another benzaldehyde, and subsequent proton migration gives a he ...
DOI:
10.1021/acs.joc.1c02408

18. Titanium isopropoxide-mediated cis-selective synthesis of 3,4-substituted butyrolactones from CO₂

Author:
Aleksi Sahari; Cuong Dat Do; Jere K. Mannisto; Emanuele Antico; Angelo Amaratunga; Kathrin H. Hopmann; Timo Repo
Source:
Chemical communications 2022 v.58 no.18 pp. 3027-3030
ISSN:
1364-548X
Subject:
benzaldehyde,   etc   ; Grignard reagents; carbon dioxide; diastereoselectivity; magnesium chloride; titanium;     Show all 6 Subjects
Abstract:
... We report a Ti(OiPr)₄-mediated multicomponent reaction, which produces 3,4-substituted cis-δ-lactones from alkyl magnesium chloride, benzaldehyde and CO₂. The key intermediate, titanacyclopropane, is formed in situ from Ti(OiPr)₄ and a Grignard reagent, which enables 1,2-dinucleophilic reactivity that is used to insert carbon dioxide and an aldehyde. An alternative reaction route is also described ...
DOI:
10.1039/d2cc00446a

19. Ru(II)-Catalyzed Decarbonylative Alkylation and Annulations of Benzaldehydes with Iodonium Ylides under Chelation Assistance

Author:
Xiang Li; Yang Shen; Guodong Zhang; Xin Zheng; Qing Zhao; Zihe Song
Source:
Organic letters 2022 v.24 no.29 pp. 5281-5286
ISSN:
1523-7052
Subject:
benzaldehyde,   etc   ; alkylation; carbon-hydrogen bond activation; catalysts; chelation; furans;     Show all 6 Subjects
Abstract:
... A Ru(II)-catalyzed decarbonylative alkylation and annulation of salicylaldehydes and 2-aminobenzaldehydes with iodonium ylides has been developed for the synthesis of dibenzo[b,d]furans and NH-free carbazolones. The reaction proceeds smoothly under mild conditions with a low catalyst loading and a broad substrate compatibility. Notably, hydroxy and free amino groups were demonstrated to be the eff ...
DOI:
10.1021/acs.orglett.2c01843

20. Promote the activation and ring opening of intermediates for stable photocatalytic toluene degradation over Zn-Ti-LDH

Author:
Yongyi Liu; Si Chen; Kanglu Li; Jielin Wang; Peng Chen; Hong Wang; Jieyuan Li; Fan Dong
Source:
Journal of colloid and interface science 2022 v.606 pp. 1435-1444
ISSN:
0021-9797
Subject:
benzaldehyde,   etc   ; adsorption; benzoic acid; hydrogen; oxygen; photocatalysis; photocatalysts; toluene; toxicity;     Show all 9 Subjects
Abstract:
... Improving the selectivity of photocatalysis and reducing the generation of toxic by-products are the two key challenges for the development of highly efficient and stable photocatalysts. In this work, it was revealed that Zn-Ti-layered double hydroxide (ZT-LDH) photocatalyst, which generated less intermediates, showed better toluene degradation efficiency (removal ratio, 75.2%) and stability, comp ...
DOI:
10.1016/j.jcis.2021.08.146