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Showing 1 to 20 of 32 for “"Benzyne"”.
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Synthesis of indoles via zirconocene-stabilized benzyne complexes
Thesis (Ph. D.)--Massachusetts Institute of Technology, Dept. of Chemistry, 1994.
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The thorium benzyne and the cerium(IV)-nitrogen bond
Thesis (Ph. D.)--Massachusetts Institute of Technology, Dept. of Chemistry, 1995.
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Some synthetic applications of 3,4-disubstituted indoles generated via zirconocene-stabilized benzyne complexes
Thesis (M.S.)--Massachusetts Institute of Technology, Dept. of Chemistry, 1997.
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Synthesis and characterization of electrophilic group 4 metal complexes of benzynes
… diarylzirconacenes and diaryltitanocenes form benzyne intermediates. Formation of the benzyne intermediate presumably occurs via H-atom abstraction of an ortho-H of an aryl ligand by the adjacent sigma-bonded aryl ligand to give the benzyne intermediate. The diphenylzirconocene benzyne …
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Experiment and Modeling Combined Kinetic Study of Bottom-up Polycyclic Aromatic Hydrocarbon Formations
… Chapter 3 focuses on the investigation of the benzyne-related chemistry (both benzyne + benzene and benzyne + toluene) to validate its ability to rapidly form PAHs through 𝜋-bond 1,4-cycloaddition/fragmentation (1,4-CAF), which was predicted by the kinetic model. We measure C10H8 and C12H10 as …
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Development and testing of a protocol for computational prediction of 1H and 13C NMR chemical shifts and thermochemistry and reaction analysis of benzyne formation and trapping
… analysis on the formation and reaction of benzyne was also performed. Thermodynamic restrictions on the ring-size of fused benzynocycloalkanes were investigated. Additionally, analysis of the energetics and transition state geometries for small-molecule trapping (both intra and …
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Development and Application of Coupled Cluster Ground- and Excited-State Models
… an example, we investigate the structures of m-benzyne and its fluorinated derivative, tetrafluoro-m-benzyne where the inclusion of triple excitations is paramount to correctly describe through-bond delocalization of the monocyclic form. At the CCSDT/6-31G** level of theory, the C1–C3 distance …
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Spontaneity to serendipity: from an enediyne core biosynthetic hypothesis to the hexadehydro-Diels-Alder reaction
… reactive intermediates in organic chemistry, o-benzyne. This process, which we have termed a hexadehydro-Diels-Alder (HDDA) reaction, has remained almost entirely unexploited until now. The strategy unites an entirely atom-economical, thermal generation of arynes with their in situ elaboration …
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Studies directed toward the total synthesis of salvilenone
… [4 + 2] cycloaddition of a conjugated enyne and benzyne intermediate.
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Synthesis and characterization of diphosphine ligand substituted osmium and ruthenium clusters.
… CH(OMe)OC(O)] and the benzyne clusters HOs3(CO)8(μ3-C6H4)[µ-PPhC=C(PPh2)CH(OMe)OC(O)]. The hydride and benzyne clusters, which exist as a pair of diastereomers, have been fully characterized in solution by IR and NMR spectroscopy, and the molecular structure of one …
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In Pursuit of Extraordinarily Twisted Acenes
… these compounds is by what we refer to as the “benzyne” approach, which requires the design of a benzyne precursor and its subsequent trapping by a diene compatible with the reaction conditions necessary to generate the aryne. Although quite successful, this approach suffers from many drawbacks …
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Part I: Palladium PEPPSI-IPENT CI, A Useful Catalyst for Challenging Amination Reactions Part II: Generation Of Benzynes in Flow Reactors followed by Subsequent Diels-Alder Reactions
… of this research investigated the formation of benzyne derivatives from ortho-trimethylsilyl triflates using tetra-n-butylammonium fluoride (TBAF) as the benzyne-forming trigger in the flow system. The numerous advantages of microfluidic devices enabled the formation of these species at room …
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Development of Nickel and Zirconium Mediated Cycloadditions for the Synthesis of Substituted Pentacene
… of the [2+2+2] cycloaddition of nickel-benzynes and 1,3-diynes could be maintained when asymmetrically substituted 1,3-diynes were employed. The ability to incorporate an asymmetric 1,3-diyne into the oligoacene backbone provided substituents that could be differentiated in subsequent …
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Synthesis and characterization of trinuclear metal clusters containing benzynechromium tricarbonylh
… the synthesis of metal cluster derivatives of benzynechromium tricarbonyls. To this end a number of phosphino- and arsinobenzenechromium tricarbonyl ligands such as ER2C6H5Cr(C0)3 (ER2 = PEt2,AsMe2, PPri2, PBut2) and ER[C6H5Cr(C0)3]2 (ER = AsPh, PEt, PBut) have beensynthesized. The structure of …
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New Cyclophanes as Supramolecular Scaffolds: The Synthesis of Tribenzo-1,4,7-Triazacyclononatriene.
… palladium catalyzed N-arylation as well as benzyne chemistry. The synthesis of tribenzo-1,4,7-triazacyclononatriene and its derivatives will be discussed.</p>
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Enantioselective synthesis of pretomanid & investigations of Raman spectroscopy for through-tube monitoring of reactions
… reactions studied were ring-closing metathesis, benzyne generation, and ketene generation.
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Reactivity studies of arene-cis-diols in cycloadditions and potassium permanganate oxidations: synthesis of the corresponding arene-trans-diols and an approach to the synthesis of (+)-pancratistatin
… along with the first published report of benzyne and nitrile oxide cycloadditions of these homochiral molecules. The structure of the cycloadducts were elucidated by nOe as well as 2D-NMR analysis and were supported by Frontier Molecular Orbital theory. Finally, arene-trans-diols (200) …
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Manganese-catalyzed carbonylation of alkyl iodides
… cross-coupling of aryl bromides with zirconocene-benzyne complexes has been investigated by S.L. Buchwald and coworkers. This method allows the formation of substituted biphenyls and terphenyls, however only two ortho-substituents are tolerated in this transformation. The studies reportd herein …
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