ORCID Profile
0000-0003-0007-263X
Current Organisations
Utrecht University
,
University of Wollongong
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Publisher: MDPI AG
Date: 10-10-2019
DOI: 10.3390/MOLECULES24203649
Abstract: The design and synthesis of functionalized isoindigo compounds by reaction of isoindigo with (S)-glycidyl tosylate, epibromohydrin, 2-(bromomethyl)-1-(arylsulfonyl)aziridine, and 2-(bromomethyl)-1-(alkylsulfonyl)aziridine in the presence of MeONa proceed under mild conditions in moderate yields. (3Z,3’Z)-3,3’-(Ethane-1,2-diylidene)bis(1-(oxiran-2-ylmethyl)indolin-2-one), with an extended central olefin π-conjugated moiety was also reacted with methyl-oxiranes to give the corresponding N,N’-disubstituted derivative. Calculations with DFT and TD-DFT of hypothetical isoindigo-thiophene DA molecules with various electron withdrawing substituents, including aziridine, oxirane, nitrile, carbonyl, and sulfonate, indicated that the proximity and strength of the functional group have a significant effect on the HOMO, LUMO, vertical excitation energy, and oscillator strength of the π–π* transitions.
Publisher: Wiley
Date: 22-12-2020
Publisher: Wiley
Date: 02-10-2020
Publisher: Wiley
Date: 10-07-2020
Publisher: Geological Society of America
Date: 2007
DOI: 10.1130/G23531A.1
Publisher: Royal Society of Chemistry (RSC)
Date: 2020
DOI: 10.1039/D0RA00257G
Abstract: Convergent and convenient regioselective synthesis of novel thiazolo[2,3- a ]pyrimidines was accomplished using the one-pot reaction of 6-ethylthiouracil, bromoacetic acid, anhydrous sodium acetate, acetic anhydride, acetic acid and suitable aldehyde.
Publisher: American Chemical Society (ACS)
Date: 22-06-2020
Publisher: Wiley
Date: 10-07-2020
Publisher: Wiley
Date: 16-07-2020
DOI: 10.1002/POC.4110
Publisher: American Geophysical Union (AGU)
Date: 19-07-2011
DOI: 10.1029/2010JB007931
Publisher: American Geophysical Union (AGU)
Date: 02-2006
DOI: 10.1029/2005GC001060
Publisher: Wiley
Date: 12-02-2021
Abstract: The synthesis of structurally erse heterocycles for chemical space exploration was achieved via the cascade reactions of indigo with propargylic electrophiles. New pyrazinodiindolodione, naphthyridinedione, azepinodiindolone, oxazinoindolone and pyrrolodione products were prepared in one pot reactions by varying the leaving group (‐Cl, ‐Br, ‐OMs, ‐OTs) or propargyl terminal functionality (‐H, ‐Me, ‐Ph, ‐Ar). Mechanistic and density functional theory studies revealed that the unsaturated propargyl moiety can behave as an electrophile when aromatic terminal substitutions are made, and therefore competes with leaving group substitution for new outcomes. Selected products from the cascade reactions were investigated for their absorption and fluorescence properties, including transient absorption spectroscopy. This revealed polarity dependent excited state relaxation pathways, fluorescence, and triplet formation, thus highlighting these reactions as a means to access erse functional materials rapidly.
Publisher: Wiley
Date: 06-2000
Publisher: WORLD SCIENTIFIC (EUROPE)
Date: 23-05-2019
No related grants have been discovered for Patrick McCosker.