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Article: Mild, Electroreductive Lignin Cleavage: Optimizing the Depolymerization of Authentic Lignins

Fang, Zhen / Jackson, James E. / Hegg, Eric L.

ACS sustainable chemistry & engineering. 2022 May 31, v. 10, no. 23

2022

Abstract: Among candidate strategies to depolymerize lignin, electroreduction has promise as a mild, environmentally friendly, low-cost method to cleave lignin’s most common linkage, the β-O-4 bond. Much of the prior work on lignin electrolysis has focused on ... ...

Abstract	Among candidate strategies to depolymerize lignin, electroreduction has promise as a mild, environmentally friendly, low-cost method to cleave lignin’s most common linkage, the β-O-4 bond. Much of the prior work on lignin electrolysis has focused on anodic (oxidative) approaches, while most available electroreduction studies have studied lignin model compounds rather than authentic lignin. Here, after optimizing with a model system, we investigated the room-temperature electroreductive cleavage of four common lignin samples from different pretreatment approaches, including Kraft, Soda, GVL, and Cu-AHP lignin. This mild electrolysis process resulted in the solubilization of 45% of the GVL lignin and 60% of the Cu-AHP lignin, affording approximately 17.6 and 19.4 wt % of monomeric materials, respectively. The present work is an encouraging first step toward an electroreductive strategy for lignin depolymerization and upgrading.
Keywords	ambient temperature ; depolymerization ; electrolysis ; green chemistry ; lignin ; solubilization
Language	English
Dates of publication	2022-0531
Size	p. 7545-7552.
Publishing place	American Chemical Society
Document type	Article
ISSN	2168-0485
DOI	10.1021/acssuschemeng.2c00820
Database	NAL-Catalogue (AGRICOLA)

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Article ; Online: Re: Safety and efficacy of transcatheter embolization in patients with massive haemoptysis due to intercostal pulmonary venous shunts.

Alsafi, Ali / Jackson, James E

La Radiologia medica

2020 Volume 126, Issue 1, Page(s) 178–179

MeSH term(s)	Bronchial Arteries ; Embolization, Therapeutic ; Fistula ; Hemoptysis/diagnostic imaging ; Hemoptysis/etiology ; Hemoptysis/therapy ; Humans ; Lung
Language	English
Publishing date	2020-05-01
Publishing country	Italy
Document type	Letter ; Comment
ZDB-ID	205751-7
ISSN	1826-6983 ; 0033-8362
ISSN (online)	1826-6983
ISSN	0033-8362
DOI	10.1007/s11547-020-01207-w
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Article ; Online: Femtosecond dynamics and coherence of ionic retro-Diels-Alder reactions.

Li, Shuai / Jochim, Bethany / Jackson, James E / Dantus, Marcos

The Journal of chemical physics

2021 Volume 155, Issue 4, Page(s) 44303

Abstract: Ultrafast tunnel ionization enables femtosecond time-resolved dynamic measurements of the retro-Diels-Alder reactions of positively charged cyclohexene, norbornene, and dicyclopentadiene. Unlike the reaction times of 500-600 ps that are observed ... ...

Abstract	Ultrafast tunnel ionization enables femtosecond time-resolved dynamic measurements of the retro-Diels-Alder reactions of positively charged cyclohexene, norbornene, and dicyclopentadiene. Unlike the reaction times of 500-600 ps that are observed following UV excitation of neutral species, on the ionic potential energy surfaces, these reactions occur on a single picosecond timescale and, in some cases, exhibit vibrational coherence. In the case of norbornene, a 270 cm
Language	English
Publishing date	2021-08-03
Publishing country	United States
Document type	Journal Article
ZDB-ID	3113-6
ISSN	1089-7690 ; 0021-9606
ISSN (online)	1089-7690
ISSN	0021-9606
DOI	10.1063/5.0048380
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Article ; Online: Skeletal Ni electrode-catalyzed C-O cleavage of diaryl ethers entails direct elimination via benzyne intermediates.

Zhou, Yuting / Klinger, Grace E / Hegg, Eric L / Saffron, Christopher M / Jackson, James E

Nature communications

2022 Volume 13, Issue 1, Page(s) 2050

Abstract: Diaryl ethers undergo electrocatalytic hydrogenolysis (ECH) over skeletal Ni cathodes in a mild, aqueous process that achieves direct C-O cleavage without initial benzene ring saturation. Mechanistic studies find that aryl phenyl ethers with a single ... ...

Abstract	Diaryl ethers undergo electrocatalytic hydrogenolysis (ECH) over skeletal Ni cathodes in a mild, aqueous process that achieves direct C-O cleavage without initial benzene ring saturation. Mechanistic studies find that aryl phenyl ethers with a single para or meta functional group (methyl, methoxy, or hydroxy) are selectively cleaved to the substituted benzene and phenol, in contrast to recently reported homogeneous catalytic cleavage processes. Ortho positioning of substituents reverses this C-O bond selectivity, except for the 2-phenoxyphenol case. Together with isotope labeling and co-solvent studies, these results point to two distinct cleavage mechanisms: (a) dual-ring coordination and C-H activation, leading to vicinal elimination to form phenol and a surface-bound aryne intermediate which is then hydrogenated and released as the arene; and (b) surface binding in keto form by the phenolic ring of the hydroxy-substituted substrates, followed by direct displacement of the departing phenol. Notably, acetone inhibits the well-known reduction of phenol to cyclohexanol, affording control of product ring saturation. A byproduct of this work is the discovery that the ECH treatment completely defluorinates substrates bearing aromatic C-F and C-CF
MeSH term(s)	Benzene ; Benzene Derivatives ; Catalysis ; Electrodes ; Ethers/chemistry ; Nickel/chemistry ; Oxygen/chemistry ; Phenol/chemistry
Chemical Substances	Benzene Derivatives ; Ethers ; benzyne ; Phenol (339NCG44TV) ; Nickel (7OV03QG267) ; Benzene (J64922108F) ; Oxygen (S88TT14065)
Language	English
Publishing date	2022-04-19
Publishing country	England
Document type	Journal Article ; Research Support, U.S. Gov't, Non-P.H.S. ; Research Support, Non-U.S. Gov't
ZDB-ID	2553671-0
ISSN	2041-1723 ; 2041-1723
ISSN (online)	2041-1723
ISSN	2041-1723
DOI	10.1038/s41467-022-29555-3
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Article ; Online: Structure-Enantioselectivity Relationship (SER) Study of Cinchona Alkaloid Chlorocyclization Catalysts.

Luderer, Sarah E / Masoudi, Behrad / Sarkar, Aritra / Grant, Calvin / Jaganathan, Arvind / Jackson, James E / Borhan, Babak

The Journal of organic chemistry

2023

Abstract: Various structural elements of the Cinchona alkaloid dimers are interrogated to establish a structure-enantioselectivity relationship (SER) in three different halocyclization reactions. SER for chlorocyclizations of a 1,1-disubstituted alkenoic acid, a 1, ...

Abstract	Various structural elements of the Cinchona alkaloid dimers are interrogated to establish a structure-enantioselectivity relationship (SER) in three different halocyclization reactions. SER for chlorocyclizations of a 1,1-disubstituted alkenoic acid, a 1,1-disubstituted alkeneamide, and a
Language	English
Publishing date	2023-02-16
Publishing country	United States
Document type	Journal Article
ZDB-ID	123490-0
ISSN	1520-6904 ; 0022-3263
ISSN (online)	1520-6904
ISSN	0022-3263
DOI	10.1021/acs.joc.3c00084
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Article ; Online: Acquired Transpleural Systemic Artery-to-Pulmonary Artery Communication Mimicking a Pulmonary Arteriovenous Malformation and Causing a False-Positive Diagnosis of a Pulmonary Embolus.

Alsafi, Ali / Shovlin, Claire L / Jackson, James E

Journal of vascular and interventional radiology : JVIR

2018 Volume 29, Issue 9, Page(s) 1313–1315

MeSH term(s)	Adult ; Arteriovenous Malformations/diagnostic imaging ; Collateral Circulation ; Computed Tomography Angiography ; Diagnostic Errors ; False Positive Reactions ; Humans ; Male ; Predictive Value of Tests ; Pulmonary Artery/diagnostic imaging ; Pulmonary Artery/injuries ; Pulmonary Artery/physiopathology ; Pulmonary Circulation ; Pulmonary Embolism/diagnostic imaging ; Vascular System Injuries/diagnostic imaging ; Vascular System Injuries/physiopathology
Language	English
Publishing date	2018-08-24
Publishing country	United States
Document type	Case Reports ; Letter ; Video-Audio Media
ZDB-ID	1137756-2
ISSN	1535-7732 ; 1051-0443
ISSN (online)	1535-7732
ISSN	1051-0443
DOI	10.1016/j.jvir.2017.12.016
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Article ; Online: Infrared quantification of ethanol and 1-butanol hydrogen bonded hydroxyl distributions in cyclohexane.

Killian, William G / Bala, Aseel M / Norfleet, Andrew T / Peereboom, Lars / Jackson, James E / Lira, Carl T

Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy

2022 Volume 285, Page(s) 121837

Abstract: Quantifying the mid-range infrared hydroxyl stretch absorbance region has traditionally been a challenge due to the wavenumber dependence of the attenuation coefficient. Interpretation often assigns a single attenuation coefficient to each type of ... ...

Abstract	Quantifying the mid-range infrared hydroxyl stretch absorbance region has traditionally been a challenge due to the wavenumber dependence of the attenuation coefficient. Interpretation often assigns a single attenuation coefficient to each type of hydrogen-bonded aggregate. This work leverages a recently developed technique of scaling hydroxyl stretching absorbances in the mid-infrared region with a continuous attenuation coefficient function that produces integrated areas which directly correlate to hydroxyl concentrations. After scaling, the hydroxyl absorbance is fitted with five curves, of which four are dominant. These four curves represent unique hydroxyl configurations and translate to specific aggregate structures. The technique is applied to ethanol and 1-butanol. The resulting population distributions of hydrogen-bonded hydroxyl configurations are compared with the resummed thermodynamic perturbation theory (RTPT) model for linear chains as a function of concentration and temperature. The model is demonstrated to capture the critical features of the distributions.
MeSH term(s)	1-Butanol ; Ethanol/chemistry ; Hydrogen Bonding ; Hydrogen ; Hydroxyl Radical ; Cyclohexanes
Chemical Substances	1-Butanol (8PJ61P6TS3) ; Ethanol (3K9958V90M) ; Hydrogen (7YNJ3PO35Z) ; Hydroxyl Radical (3352-57-6) ; Cyclohexane (48K5MKG32S) ; Cyclohexanes
Language	English
Publishing date	2022-09-08
Publishing country	England
Document type	Journal Article
ZDB-ID	210413-1
ISSN	1873-3557 ; 0370-8322 ; 0584-8539 ; 1386-1425
ISSN (online)	1873-3557
ISSN	0370-8322 ; 0584-8539 ; 1386-1425
DOI	10.1016/j.saa.2022.121837
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Article ; Online: Contemporary Multimodality Imaging of Primary Hyperparathyroidism.

Naik, Mitesh / Khan, Sairah R / Owusu, Desmond / Alsafi, Ali / Palazzo, Fausto / Jackson, James E / Harvey, Chris J / Barwick, Tara D

Radiographics : a review publication of the Radiological Society of North America, Inc

2022 Volume 42, Issue 3, Page(s) 841–860

Abstract: Primary hyperparathyroidism (PHPT) is a disorder characterized by hypercalcemia and an elevated or inappropriately normal parathyroid hormone level. Classic features include bone pain, fractures, renal impairment, nephrolithiasis, and mental disturbance. ...

Abstract	Primary hyperparathyroidism (PHPT) is a disorder characterized by hypercalcemia and an elevated or inappropriately normal parathyroid hormone level. Classic features include bone pain, fractures, renal impairment, nephrolithiasis, and mental disturbance. However, most cases of PHPT are now asymptomatic at diagnosis or associated with nonspecific neurocognitive changes. The most frequent cause of PHPT is a solitary adenoma that secretes parathyroid hormone without the normal suppressive effect of serum calcium. A smaller number of cases can be attributed to multigland disease. Parathyroidectomy is curative and is considered for nearly all affected patients. Although PHPT is primarily a clinical and biochemical diagnosis, imaging is key to the localization of adenomas, which can lie in conventional locations adjacent to the thyroid gland or less commonly at ectopic sites in the neck and mediastinum. In addition, accurate localization facilitates the use of a minimally invasive or targeted surgical approach. Frequently used localization techniques include US, parathyroid scintigraphy, and four-dimensional CT. Second- and third-line modalities such as MRI, PET/CT, and selective venous sampling with or without parathyroid arteriography can increase confidence before surgery. These localization techniques, along with the associated technical aspects, relative advantages, and drawbacks, are described. Local expertise, patient factors, and surgeon preference are important considerations when determining the type and sequence of investigation. A multimodality approach is ultimately desirable, particularly in challenging scenarios such as multigland disease, localization of ectopic adenomas, and persistent or recurrent PHPT.
MeSH term(s)	Adenoma/complications ; Adenoma/diagnostic imaging ; Humans ; Hyperparathyroidism, Primary/complications ; Hyperparathyroidism, Primary/diagnostic imaging ; Parathyroid Hormone ; Parathyroid Neoplasms/complications ; Parathyroid Neoplasms/diagnostic imaging ; Positron Emission Tomography Computed Tomography
Chemical Substances	Parathyroid Hormone
Language	English
Publishing date	2022-04-15
Publishing country	United States
Document type	Journal Article
ZDB-ID	603172-9
ISSN	1527-1323 ; 0271-5333
ISSN (online)	1527-1323
ISSN	0271-5333
DOI	10.1148/rg.210170
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Article ; Online: Radiotherapy for early non-melanoma skin cancer.

Chua, Benjamin / Jackson, James E / Lin, Charles / Veness, Michael J

Oral oncology

2019 Volume 98, Page(s) 96–101

Abstract: This article reviews the important role of radiotherapy in the management of early non-melanoma skin cancer, in the definitive and adjuvant settings. Therapeutic considerations and appropriate patient selection will be discussed, as well as evidence for ... ...

Abstract	This article reviews the important role of radiotherapy in the management of early non-melanoma skin cancer, in the definitive and adjuvant settings. Therapeutic considerations and appropriate patient selection will be discussed, as well as evidence for efficacy and potential side-effects. Additionally, we present some recent advances which may improve accessibility and quality of radiotherapy, such as more convenient dose-fractionation, wide-field treatments, electronic brachytherapy and 3D printed bolus.
MeSH term(s)	Brachytherapy ; Disease Management ; Dose Fractionation, Radiation ; Humans ; Neoplasm Staging ; Radiotherapy ; Radiotherapy Dosage ; Radiotherapy Planning, Computer-Assisted ; Skin Neoplasms/pathology ; Skin Neoplasms/radiotherapy ; Treatment Outcome
Language	English
Publishing date	2019-09-28
Publishing country	England
Document type	Journal Article ; Review
ZDB-ID	1120465-5
ISSN	1879-0593 ; 0964-1955 ; 1368-8375
ISSN (online)	1879-0593
ISSN	0964-1955 ; 1368-8375
DOI	10.1016/j.oraloncology.2019.09.018
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Article: Electroactivated alkylation of amines with alcohols via both direct and indirect borrowing hydrogen mechanisms

Appiagyei, Benjamin / Bhatia, Souful / Dolmetsch, Troy / Jackson, James E / Keeney, Gabriela L

Green chemistry. 2020 Feb. 10, v. 22, no. 3

2020

Abstract: A green, efficient N-alkylation of amines with simple alcohols has been achieved in aqueous solution via an electrochemical version of the so-called “borrowing hydrogen methodology”. Catalyzed by Ru on activated carbon cloth (Ru/ACC), the reaction works ... ...

Abstract	A green, efficient N-alkylation of amines with simple alcohols has been achieved in aqueous solution via an electrochemical version of the so-called “borrowing hydrogen methodology”. Catalyzed by Ru on activated carbon cloth (Ru/ACC), the reaction works well with methanol, and with primary and secondary alcohols. Alkylation can be accomplished by either of two different electrocatalytic processes: (1) in an undivided cell, alcohol (present in excess) is oxidized at the Ru/ACC anode; the aldehyde or ketone product condenses with the amine; and the resulting imine is reduced at an ACC cathode, combining with protons released by the oxidation. This process consumes stoichiometric quantities of current. (2) In a membrane-divided cell, the current-activated Ru/ACC cathode effects direct C–H activation of the alcohol; the resulting carbonyl species, either free or still surface-adsorbed, condenses with amine to form imine and is reduced as in (1). These alcohol activation processes can alkylate primary and secondary aliphatic amines, as well as ammonia itself at 25–70 °C and ambient pressure.
Keywords	activated carbon ; aldehydes ; alkylation ; ambient pressure ; amines ; ammonia ; anodes ; aqueous solutions ; carbon-hydrogen bond activation ; catalytic activity ; cathodes ; electrochemistry ; green chemistry ; hydrogen ; imines ; methanol ; oxidation ; protons ; stoichiometry
Language	English
Dates of publication	2020-0210
Size	p. 860-869.
Publishing place	The Royal Society of Chemistry
Document type	Article
ZDB-ID	2006274-6
ISSN	1463-9270 ; 1463-9262
ISSN (online)	1463-9270
ISSN	1463-9262
DOI	10.1039/c9gc03747k
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