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Evan A. Sarina Marilyn M. Olmstead Dung N. Nguyen Michael P. Groziak 《Acta Crystallographica. Section C, Structural Chemistry》2013,69(2):183-185
The structure of the title compound, C7H6BNO3, a new boron heterocycle, prepared by the condensation of (2‐ethoxycarbonylphenyl)boronic acid and hydroxylamine, reveals the specific mode of intramolecular condensation between a phenylboronic acid and an ortho hydroxamic acid substituent. The crystal structure shows that dehydration occurs to form a planar oxazaborinine ring possessing both phenol‐like B—O—H and lactam functional groups. In the extended structure, intermolecular hydrogen bonding generates a 14‐membered ring. To our knowledge, this is the first crystal structure determination involving a six‐membered ring that exhibits consecutive B—OH, O, NH, and C=O functional groups. 相似文献
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Parvaneh Dastoorani Malek Taher Maghsoodlou Mohammad A. Khalilzadeh Santiago García‐Granda Laura Torre‐Fernndez Evan Sarina 《Heteroatom Chemistry》2016,27(2):102-107
An efficient, simple, and diastereoselective synthesis of novel benzofuran phosphonato ester derivatives has been achieved via a one‐pot three‐component reaction of euparin as a natural product, trialkyl phosphate, and dimethyl acetylenedicarboxylate (DMAD) in diethyl ether without using any catalyst at room temperature. NMR spectroscopic data and X‐ray crystallography analysis are in agreement with the anti arrangement for the two vicinal protons in the structures, and only one diastereoisomer (2S,3R) or (2R,3S) was obtained for the products. The advantage of our research is that this is the first report for the diastereoselective synthesis of phosphonato ester derivatives from a green natural product. This one‐pot reaction occurs in high yields with easy work‐up under mild conditions. All pure products were obtained by recrystallization from ethanol, and there was no need for column chromatography. 相似文献
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Evan A. Sarina Marilyn M. Olmstead Divya Kanichar Michael P. Groziak 《Acta Crystallographica. Section C, Structural Chemistry》2015,71(12):1085-1088
2‐Acylated 2,3,1‐benzodiazaborines can display unusual structures and reactivities. The crystal structure analysis of the boron heterocycle obtained by condensing 2‐formylphenylboronic acid and picolinohydrazide reveals it to be an N→B‐chelated zwitterionic tetracycle (systematic name: 1‐hydroxy‐11‐oxo‐9,10,17λ5‐triaza‐1λ4‐boratetracyclo[8.7.0.02,7.012,17]heptadeca‐3,5,7,12,14,16‐hexaen‐17‐ylium‐1‐uide), C13H10BN3O2, produced by the intramolecular addition of the Lewis basic picolinoyl N atom of 1‐hydroxy‐2‐(pyridin‐2‐ylcarbonyl)benzo[d][1,2,3]diazaborinine to the boron heterocycle B atom acting as a Lewis acid. Neither of the other two pyridinylcarbonyl isomers (viz. nicotinoyl and isonicotinoyl) are able to adopt such a structure for geometric reasons. A favored yet reversible chelation equilibrium provides an explanation for the slow D2O exchange observed for the OH resonance in the 1H NMR spectrum, as well as for its unusual upfield chemical shift. Deuterium exchange may take place solely in the minor open (unchelated) species present in solution. 相似文献
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Indachlorins: Nonplanar Indanone‐Annulated Chlorin Analogues with Panchromatic Absorption Spectra between 300 and 900 nm 下载免费PDF全文
Dr. Lalith P. Samankumara Dr. Sarina J. Dorazio Dr. Joshua Akhigbe Ruoshi Li Dr. Arunpatcha Nimthong‐Roldán Dr. Matthias Zeller Prof. Dr. Christian Brückner 《Chemistry (Weinheim an der Bergstrasse, Germany)》2015,21(31):11118-11128
Indaphyrins, pyrrole‐modified porphyrins containing a cleaved pyrrole β,β′‐bond and two annulated indanone moieties, possess unusually broadened and redshifted UV/Vis spectra because of their π‐expanded chromophores. The parent free base indaphyrin has been crystallographically characterized, highlighting its strongly ruffled conformation incorporating a helimeric twist. It was shown to be susceptible to regiospecific derivatizations at the opposite side of the ring‐cleaved pyrrole (dihydroxylation, followed by functional group transformations of the resulting diol functionality), generating indaphyrin‐based chlorin analogues, indachlorins, that incorporate a dihydroxypyrroline, pyrrolindione, oxazolone, or a morpholine moiety. Structural modifications resulted in further broadening and hyper‐ and bathochromic shifts of the optical spectra, some of which possess a nearly panchromatic absorption between 300 to well above 900 nm. The extents to which these modifications affect their solid‐state conformations were analyzed. 相似文献
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Werner Uhl Prof. Dr. Michael Claesener Sima Haddadpour Beate Jasper Ines Tiesmeyer Sarina Zemke 《无机化学与普通化学杂志》2008,634(15):2889-2896
Hydrogallation Reactions Involving the Monoalkynes H5C6‐C≡C‐SiMe3 and H5C6‐C≡C‐CMe3 – cis/trans Isomerisation and Substituent Exchange Phenyl‐trimethylsilylethyne, H5C6‐C≡C‐SiMe3, reacted with different dialkylgallium hydrides, R2Ga‐H (R = Me, Et, nPr, iPr, tBu), by the addition of one Ga‐H bond to its C≡C triple bond (hydrogallation). The gallium atoms attacked selectively those carbon atoms, which were also attached to trimethylsilyl groups. The cis arrangement of Ga and H across the resulting C=C double bonds resulted only for the sterically most shielded di(tert‐butyl)gallium derivative, while in all other cases spontaneous cis/trans rearrangement occurred with the quantitative formation of the trans addition products. The diethyl compound Et2Ga‐C(SiMe3)=C(H)‐C6H5 ( 2 ) gave by substituent exchange the secondary products EtGa[C(SiMe3)=C(H)‐C6H5]2 ( 7 , Z,Z) and Ga[C(SiMe3)=C(H)‐C6H5]3 ( 8 ). Interestingly, compound 8 has two alkenyl groups with a Z configuration, while the third C=C double bond has the cis arrangement of Ga and H (E configuration). The reversibility of the cis/trans isomerisation of hydrogallation products was observed for the first time. tert‐Butyl‐phenylethyne gave the simple addition product, R2Ga(C6H5)=C(H)‐CMe3 ( 9 ), only with di(n‐propyl)gallium hydride. 相似文献
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Ke X Sarina S Zhao J Zhang X Chang J Zhu H 《Chemical communications (Cambridge, England)》2012,48(29):3509-3511
Gold nanoparticles supported on CeO(2) were found to be efficient photocatalysts for three selective reductions of organic compounds at ambient temperatures, under irradiation of visible light; their reduction ability can be tuned by manipulating the irradiation wavelength. 相似文献
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2‐Aminoethanol Extraction as a Method for Purifying Sc3N@C80 and for Differentiating Classes of Endohedral Fullerenes on the Basis of Reactivity 下载免费PDF全文
Evan A. Sarina Dr. Brandon Q. Mercado Dr. Jimmy U. Franco Dr. Christopher J. Thompson Dr. Michael L. Easterling Prof. Dr. Marilyn M. Olmstead Prof. Dr. Alan L. Balch 《Chemistry (Weinheim an der Bergstrasse, Germany)》2015,21(47):17035-17043
Extraction with 2‐aminoethanol is an inexpensive method for removing empty cage fullerenes from the soluble extract from electric‐arc‐generated fullerene soot that contains endohedral metallofullerenes of the type Sc3N@C2n (n=34, 39, 40). Our method of separation exploits the fact that C60, C70, and other larger, empty cage fullerenes are more susceptible to nucleophilic attack than endohedral fullerenes and that these adducts can be readily extracted into 2‐aminoethanol. This methodology has also been employed to examine the reactivity of the mixture of soluble endohedral fullerenes that result from doping graphite rods used in the Krätschmer–Huffman electric‐arc generator with the oxides of Y, Lu, Dy, Tb, and Gd. For example, with Y2O3, we were able to detect by mass spectrometry several new families of endohedral fullerenes, namely Y3C108 to Y3C126, Y3C107 to Y3C125, Y4C128 to Y4C146, that resisted reactivity with 2‐aminoethanol more than the empty cage fullerenes and the mono‐ and dimetallo fullerenes. The discovery of the family Y3C107 to Y3C125 with odd numbers of carbon atoms is remarkable, since fullerene cages must involve even numbers of carbon atoms. The newly discovered families of endohedral fullerenes with the composition M4C2n (M=Y, Lu, Dy, Tb, and Gd) are unusually resistant to reaction with 2‐aminoethanol. Additionally, the individual endohedrals, Y3C112 and M3C102 (M=Lu, Dy, Tb and Gd), were remarkably less reactive toward 2‐aminoethanol. 相似文献