Search Results - "Brinker, Udo H."
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Photochemical Generation and Reactivity of Carbenes within an Organic Cavitand and Capsule: Photochemistry of Adamantanediazirines
Published in Organic letters (18-11-2011)“…Chemical behavior of carbenes (adamantylidenes) generated by photolysis of adamantanediazirines has been investigated while they were incarcerated within an…”
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2
Carbene Routes to Cyclopropatetrahedrane
Published in Journal of organic chemistry (16-12-2022)“…The formation of cyclopropatetrahedrane (tetracyclo[2.1.0.01,3.02,4]pentane) via four different carbene reactions is computed using the…”
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3
Tricyclo[2.1.0.02,5]pent-3-ylidene: Stereoelectronic Control of Bridge-Flapping within a Nonclassical Nucleophilic Carbene
Published in Journal of organic chemistry (01-01-2021)“…Tricyclo[2.1.0.02,5]pent-3-ylidene is a carbene foreseen to rearrange to pyramidane (c-C4H4)C, a highly strained molecule featuring an inverted C atom…”
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4
Bent Singlet Cyclobutylcarbene: Computed Geometry, Properties, and Product Selectivity of a Nonclassical Carbene
Published in Journal of organic chemistry (20-09-2019)“…Ab initio computations of cyclobutylcarbene (c-C4H7CH) were performed using the UMP4(fc)/6-311++G(2df,2p)//UMP2(full)/6-311++G(d,p) theoretical model. The…”
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5
Controllable Selective Functionalization of a Cavitand via Solid State Photolysis of an Encapsulated Phenyl Azide
Published in Organic letters (16-07-2009)“…Phenyl azide (1) has been encapsulated within cavitand 2 to form a 1:1 complex of 1@2 in the solid state. Subsequent irradiation affords two diastereomeric…”
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6
Competitive 1,2‑C Atom Shifts in the Strained Carbene Spiro[3.3]hept-1-ylidene Explained by Distinct Ring-Puckered Conformers
Published in Journal of organic chemistry (16-12-2016)“…Spiro[3.3]hept-1-ylidene is a markedly strained carbene reaction intermediate that was generated by high-vacuum flash pyrolysis (HVFP) of the corresponding…”
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7
Bromination and Accompanying Rearrangement of the Polycyclic Oxetane 2,4-Oxytwistane
Published in Journal of organic chemistry (19-09-2014)“…Bromination of the polycyclic oxetane 2,4-oxytwistane (rac-(1R,3S,4R,7S,9R,11S)-2-oxatetracyclo[5.3.1.03,11.04,9]undecane) was undertaken in order to form…”
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8
Mild One-step Synthesis of Dibromo Compounds from Cyclic Ethers
Published in Journal of organic chemistry (21-12-2012)“…A novel one-step method for mildly converting cyclic ethers into dibromo compounds is reported. Alcohols, oximes, aldehydes, and ketones are known to react…”
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9
Cucurbituril Adamantanediazirine Complexes and Consequential Carbene Chemistry
Published in Journal of organic chemistry (01-06-2012)“…Adamantanediazirines, precursors of adamantanylidenes, form 1:1 complexes (guest to host) with cucurbit[7]uril and cucurbit[8]uril and a 3:1 complex with a Pd…”
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10
The Carbene Reactivity Surface: A Classification
Published in Journal of organic chemistry (15-02-2008)“…A new two-dimensional classification of singlet carbenes based on the difference in reactivity of their insertion reactions into the C−H bonds of acetonitrile…”
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11
Intermolecular Reactions of a Foiled Carbene with Carbonyl Compounds: The Effects of Trishomocyclopropyl Stabilization
Published in Journal of organic chemistry (04-12-2015)“…endo-Tricyclo[3.2.1.02,4]oct-8-ylidene is a foiled carbene reaction intermediate. It was generated by thermolyzing Δ3-1,3,4-oxadiazoline precursors dissolved…”
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12
Molecular Dynamics Simulations of β-Cyclodextrin−Aziadamantane Complexes in Water
Published in The journal of physical chemistry. B (24-01-2008)“…Force-field-based atomistic simulations of host−guest supramolecular complexes between β-cyclodextrin and several aziadamantane derivatives have been analyzed…”
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13
Intra- and Intermolecular Reaction Selectivities of γ-Substituted Adamantanylidenes
Published in Journal of organic chemistry (03-02-2012)“…A study of adamantanylidenes having a γ-substituent (R) was undertaken to gauge how inductive and steric effects of remotely positioned functional groups…”
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14
Probing the Nature and Extent of Stabilization within Foiled Carbenes: Homoallylic Participation by a Neighboring Cyclopropane Ring
Published in Journal of organic chemistry (17-05-2013)“…Oxadiazoline 6 was synthesized to generate endo-tricyclo[3.2.1.02,4]octan-8-ylidene (3) by either photolysis or thermolysis. Diastereomer 6a thermally…”
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15
Study of the Structure and Photochemical Decomposition of Azidoadamantanes Entrapped in α- and β-Cyclodextrin
Published in European Journal of Organic Chemistry (01-03-2011)“…Photolysis of 1‐azidoadamantane (1), either in its neat state or in alkane solution, yields the dimeric product 4. In contrast, amino alcohol 3 is formed as…”
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16
2H-Azirines from a Concerted Addition of Alkylcarbenes to Nitrile Groups
Published in Organic letters (21-05-2010)“…Photolysis of aziadamantanes in the presence of fumaronitrile (FN) unexpectedly afforded conjugated 2H-azirines resulting from addition of the carbene to the…”
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17
Substituent Effects on the Ring-Opening Mechanism of Lithium Bromocyclopropylidenoids to Allenes
Published in Journal of organic chemistry (07-11-2008)“…The ring-opening reactions of lithium bromocyclopropylidenoids to allenes have been investigated computationally at the B3LYP/6-31G(d) level of theory…”
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18
Conformations and Reactions of Bicyclo[3.2.1]oct-6-en-8-ylidene
Published in Journal of organic chemistry (20-04-2012)“…Bicyclo[3.2.1]oct-6-en-8-ylidene (1) can assume either the conformation of “classical” carbene 1a or that of foiled carbene 1b in which the divalent carbon…”
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19
Carbene−Alkene Complexes between a Nucleophilic Carbene and Electron-Poor Alkenes
Published in Journal of the American Chemical Society (05-11-2008)“…Spirooxadiazoline 5 is a clean thermal source of tricyclo[6.2.1.02,7]undec-9-en-11-ylidene (7), a typical foiled carbene. Species 7 can be trapped efficiently…”
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20
Addition of Dichloro- and Dibromocarbene to 1,2-Diphenylcyclobutene
Published in Chemistry letters (01-03-2000)“…1,2-Diphenylcyclobutene (7) was reacted with dibromo- and dichlorocarbene, both generated via three different methods. 1,3-Diphenyl-2-halocyclopenta-1,3-dienes…”
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