Mark Mascal

ORCID: 0000-0001-7841-253X
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About
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Research Areas
  • Crystallization and Solubility Studies
  • X-ray Diffraction in Crystallography
  • Catalysis for Biomass Conversion
  • Crystallography and molecular interactions
  • Supramolecular Chemistry and Complexes
  • Biofuel production and bioconversion
  • Luminescence and Fluorescent Materials
  • Conducting polymers and applications
  • DNA and Nucleic Acid Chemistry
  • Synthesis and Properties of Aromatic Compounds
  • Organic Electronics and Photovoltaics
  • Molecular Sensors and Ion Detection
  • Carbohydrate Chemistry and Synthesis
  • Chemical Synthesis and Analysis
  • Oxidative Organic Chemistry Reactions
  • Enzyme Catalysis and Immobilization
  • Fullerene Chemistry and Applications
  • Advanced Chemical Physics Studies
  • Chemical Reactions and Mechanisms
  • Microbial Metabolic Engineering and Bioproduction
  • Metal complexes synthesis and properties
  • Alkaloids: synthesis and pharmacology
  • Mesoporous Materials and Catalysis
  • Chemical Reaction Mechanisms
  • Magnetism in coordination complexes

University of California, Davis
2016-2025

University of California System
2016-2018

Universitat de les Illes Balears
2011-2012

Leiden University
2011

Universitat de Barcelona
2011

University of Nottingham
1996-2008

Imperial College London
1988-2002

University of California, Los Angeles
2002

University of York
1999

University of Basel
1998

Abstract Supramolecular chemistry is a field of scientific exploration that probes the relationship between molecular structure and function. It noncovalent bond, which forms basis highly specific recognition, transport, regulation events actuate biological processes. The classic design principles supramolecular include strong, directional interactions like hydrogen bonding, halogen cation–π complexation, as well less forces ion pairing, π–π, solvophobic, van der Waals potentials. In recent...

10.1002/anie.201100208 article EN Angewandte Chemie International Edition 2011-09-16

The basis for unprecedented noncovalent bonding between anions and the aryl centroid of electron-deficient aromatic rings has been demonstrated by an ab initio study interaction 1,3,5-triazine fluoride, chloride, azide ion at MP2 level theory. Minima are also located corresponding to C[bond]H...X(-) hydrogen bonding, reactive complexes nucleophilic attack on triazine ring, pi-stacking interactions (with azide). Trifluoro-1,3,5-triazine participates in complexation forms with anions. This...

10.1021/ja017449s article EN Journal of the American Chemical Society 2002-05-11

Fueling up with furans: Cellulose can be converted into furanic biofuels in unprecedented yields using an inexpensive, simple process involving concurrent hydrolysis, dehydration, and chlorine substitution reactions coupled continuous extraction organic phase (see scheme). Furanic ethers, such as those that derived from the products above, are known diesel additives.

10.1002/anie.200801594 article EN Angewandte Chemie International Edition 2008-08-01

Doping polymeric semiconductors often drastically reduces the solubility of polymer, leading to difficulties in processing doped films.

10.1039/c5tc04207k article EN Journal of Materials Chemistry C 2016-01-01

Abstract Dehydration of biomass‐derived levulinic acid under solid catalysis and treatment the resulting angelica lactone with catalytic K 2 CO 3 produces dimer in excellent yield. This serves as a novel feedstock for hydrodeoxygenation, which proceeds relatively mild conditions combination oxophilic metal noble catalysts to yield branched C 7 –C 10 hydrocarbons gasoline volatility range. Considering that is available >80 % conversion from raw biomass, field‐to‐tank drop‐in, cellulosic...

10.1002/anie.201308143 article EN Angewandte Chemie International Edition 2014-01-29

How does one find out whether an interesting water aggregate observed in organic crystal structure is novel? The first place to look the Cambridge Structural Database (CSD). data are there, but analysis difficult and it not routinely done. result? Many of chains, rings, sheets, clusters reported as novel recent literature actually redundant with published structures CSD.

10.1002/anie.200501839 article EN Angewandte Chemie International Edition 2005-11-24

The interaction of two suitably designed complementary ditopic molecular components (1,2) and (3,4) generates spontaneously an organized supramolecular architecture displaying sorting orientation.

10.1039/c39900000479 article EN Journal of the Chemical Society Chemical Communications 1990-01-01

5-(Hydroxymethyl)furfural, levulinic acid, ethyl levulinate and butyl are produced by the solvolysis of 5-(chloromethyl)furfural (CMF). Since CMF can be derived in high yield from sugars, cellulose, or lignocellulosic feedstocks, process described here presents an efficient entry into value-added manifold biomass-derived products relevance to organic materials fuel industries.

10.1039/b918922j article EN Green Chemistry 2009-12-16

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTEudistomins A-Q, .beta.-carbolines from the antiviral Caribbean tunicate Eudistoma olivaceumKenneth L. Rinehart Jr., Junichi Kobayashi, Gary C. Harbour, Jeremy Gilmore, Mark Mascal, Tom G. Holt, Lois S. Shield, and Francoise LafargueCite this: J. Am. Chem. Soc. 1987, 109, 11, 3378–3387Publication Date (Print):May 1, 1987Publication History Published online1 May 2002Published inissue 1...

10.1021/ja00245a031 article EN Journal of the American Chemical Society 1987-05-01

CMF from biomass ten times faster: Sugars, cellulose, and corn stover are converted into 5-(chloromethyl)furfural (CMF) in only 3 h by digestion with hydrochloric acid a closed, biphasic reactor at 80–100 °C >80 % isolated yield. Under the same conditions, chitin gives mixture of levulinic combined yield 74 %.

10.1002/cssc.200900136 article EN ChemSusChem 2009-09-01

A fluoride sandwich: cylindrophane macrocycle framed with cyanuric acid rings selectively complexes ion by a combination of anion–π interactions and ion-pair-reinforced hydrogen bonds. This compound is the first example purpose-designed host that exploits bonding. Supporting information for this article available on WWW under http://www.wiley-vch.de/contents/jc_2002/2007/z704005_s.pdf or from author. Please note: The publisher not responsible content functionality any supporting supplied...

10.1002/anie.200704005 article EN Angewandte Chemie International Edition 2007-10-12

Furane für den Motor: Cellulose lässt sich in zuvor unerreichten Ausbeuten Furanbiokraftstoffe umwandeln. Dabei kommt ein einfaches, billiges Verfahren mit zeitgleicher Hydrolyse, Dehydrierung und Chlorsubstitution Kombination fortlaufender Extraktion eine organische Phase zum Einsatz (siehe Schema). Furanether, wie sie aus gezeigten Produkten erhalten werden können, sind bekannte Dieselzusatzstoffe.

10.1002/ange.200801594 article DE Angewandte Chemie 2008-08-01

Abstract This review provides a technical description of the range commercial products that can be accessed from n‐butanol, with specific emphasis on n‐butanol derived renewable sources (biobutanol). n‐Butanol itself and primary derivatives in which oxygen functionality molecule is retained (butyraldehyde butyric acid) have mainstream applications solvent, polymer, fuel oxygenate, and/or specialty chemical markets, while butanol dehydration (butenes butadiene) present additional...

10.1002/bbb.1328 article EN Biofuels Bioproducts and Biorefining 2012-03-02

Recently, a new processing technique was developed that converts the carbohydrates found in plant biomass into ethyl levulinate, which has properties making it possible diesel fuel oxygenate additive. Additionally, applied to oil-containing seeds can create biodiesel at high yields, while possibly enhancing cold flow commonly plague fuels. The first part of this two-part study focused on levulinate as additive, by investigating volatility petroleum diesel/ethyl mixtures. Volatility measured...

10.1021/ef200239x article EN Energy & Fuels 2011-03-10

Abstract Charge transport in conjugated polymer semiconductors has traditionally been thought to be limited a low-mobility regime by pronounced energetic disorder. Much progress recently made advancing carrier mobilities field-effect transistors through developing low-disorder polymers. However, diodes these polymers have date not shown much improved mobilities, presumably reflecting the fact that lower concentrations are available fill up residual tail states density of states. Here, we...

10.1038/s41467-019-10188-y article EN cc-by Nature Communications 2019-05-09

5-(Chloromethyl)furfural (CMF) is a carbohydrate-derived platform molecule that gaining traction as more practical alternative to 5-(hydroxymethyl)furfural (HMF). This perspective introduces the chemocatalytic approach biorefining driving force behind development of multifunctional chemical platforms. The main advantage CMF over HMF it can be produced in high yield under mild conditions directly from raw biomass. Its stability and hydrophobicity markedly facilitate isolation. also precursor...

10.1021/acssuschemeng.8b06553 article EN ACS Sustainable Chemistry & Engineering 2019-03-05

To overcome the poor solubility of widely used p-type dopant 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4TCNQ), we have synthesized a series structure-modified, organic dopants to include alkyl ester groups designed enable and miscibility control. UV–vis–NIR cyclic voltammetry measurements show increased mono- diester substituted with only modest changes acceptor strength. Using absorption spectroscopy, photoluminescence, in-plane conductivity measurements, demonstrate that new...

10.1021/acs.chemmater.5b02340 article EN Chemistry of Materials 2015-07-24

5-(Chloromethyl)furfural (CMF) is a disruptive innovation in the biorefinery. Chemically, it at least as versatile well-known HMF but, unlike HMF, accessible high yield directly from cellulosic biomass due to its lipophilicity and stability under acidic conditions, which facilitate isolation. It has rich derivative chemistry that includes biofuels, renewable polymers, specialty chemicals, value-added agrochemical pharmaceutical products.

10.1002/cssc.201500940 article EN ChemSusChem 2015-09-16

Molecular doping of semiconducting polymers has emerged as a prominent research topic in the field organic electronics, with new dopant molecules introduced regularly. FeCl3 gained attention p-type due to its low cost, availability, ability dope high ionization energy copolymers, and use that can be used anion exchange. Here, we combination UV–vis–NIR spectroscopy, four-probe sheet resistance measurements, X-ray absorption near-edge structure (XANES) spectroscopy perform lifetime...

10.1021/acs.jpcc.3c06044 article EN The Journal of Physical Chemistry C 2024-01-09

The programmed self-association of the self-complementary nucleotide-like pyrimidinone 5 and pyrimidinedione 6, generates, as predicted, organized supramolecular ribbons. crystal structure such a species has been determined. A similar entity is obtained from pyrimidinetriamine 12 with solvent participation, giving quadruply hydrogen-bonded ribbon, whose also These processes give access to designed generation arrays functional substituents.

10.1039/p29920000461 article EN Journal of the Chemical Society. Perkin transactions II 1992-01-01

Room for a small one: A series of [1,3,5]cyclophane-based receptors incorporating triazine, cyanuric acid, or boroxine rings are predicted to strongly complex fluoride ions by combination anion–π interactions and ion-pair reinforced hydrogen bonding, while size-excluding the larger chloride anion. The top view calculated structure triazine cage with an included ion is shown.

10.1002/anie.200504417 article EN Angewandte Chemie International Edition 2006-03-21

Abstract Die supramolekulare Chemie ist ein Gebiet, das die Beziehung zwischen molekularer Struktur und Funktion erforscht. Es der nichtkovalenten Bindung, Grundlage spezifischen Erkennung Transport‐ Regulationsvorgänge bildet, biologische Vorgänge antreiben. klassischen Konstruktionsprinzipien supramolekularen umfassen starke, gerichtete Wechselwirkungen wie Wasserstoffbrücken, Halogenbrücken Kation‐π‐Komplexbildung, aber auch weniger Kräfte Ionenpaarung, π‐π‐, solvophobe...

10.1002/ange.201100208 article DE Angewandte Chemie 2011-09-16

From biomass to mass transportation: Waste (newspaper, corn stover, straw, and wood) is converted into biofuel precursors value-added products in excellent yield using a simple, inexpensive process involving concurrent hydrolysis, dehydration, substitution reactions biphasic reactor. The hemicellulose fraction of these substrates simultaneously furfural, together constitute an efficient means for the total exploitation carbohydrate content biomass.

10.1002/cssc.200900071 article EN ChemSusChem 2009-04-30

A simple, non-fermentative, high-yielding, metal-free, chemical-catalytic pathway to succinic acid from biomass-derived levulinic is reported.

10.1039/c5gc00098j article EN Green Chemistry 2015-01-01
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