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Electrophilic aromatic substitution
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Electrophilic aromatic substitution (SEAr) is an organic reaction in which an atom that is attached to an aromatic system (usually hydrogen) is replacedFleming–Tamao oxidation (2,000 words) [view diff] no match in snippet view article find links to article
The Fleming–Tamao oxidation, or Tamao–Kumada–Fleming oxidation, converts a carbon–silicon bond to a carbon–oxygen bond with a peroxy acid or hydrogen peroxideJWH-372 (289 words) [view diff] exact match in snippet view article find links to article
electron-withdrawing character of the trifluoromethyl group rather than steric effects, as the o-methyl compound JWH-370 was only mildly selective for theTetra-tert-butylmethane (215 words) [view diff] exact match in snippet view article find links to article
length of 166.1 pm — longer than the typical C−C bond in order to reduce steric effects, but still shorter than those found in some other real molecules. NeopentaneHydroformylation (3,140 words) [view diff] no match in snippet view article find links to article
In organic chemistry, hydroformylation, also known as oxo synthesis or oxo process, is an industrial process for the production of aldehydes (R−CH=O) fromPempidine (437 words) [view diff] case mismatch in snippet view article find links to article
1476-5381.1959.tb01384.x. PMC 1481796. PMID 13662574. Hall HK (1957). "Steric Effects on the Base Strengths of Cyclic Amines". Journal of the American ChemicalHemiacetal (404 words) [view diff] exact match in snippet view article find links to article
equilibrium is easily reversed and dynamic. The equilibrium is sensitive to steric effects. Arguably, the most common hemiacetals are sugars, for example glucoseRhodamine (732 words) [view diff] exact match in snippet view article find links to article
influencing the properties of the xanthene dyes by both electronic and steric effects. Specifically designed substituents also allows xanthenes to bear specificRobert R. Squires (366 words) [view diff] case mismatch in snippet view article find links to article
Institutions Purdue University Thesis Application of an Automated Calorimetry System in the Study of Steric Effects (1980) Doctoral advisor Kenneth B. WibergPhilip Power (379 words) [view diff] exact match in snippet view article find links to article
University (1978–1980) University of California, Davis (1981–present) Thesis Steric effects in group 4B and 5B metal aklyls and amides (1977) Doctoral advisor MichaelPyridinium (380 words) [view diff] case mismatch in snippet view article find links to article
Williams, Forrest V. (1953). "Rates of Ionization of Pseudo Acids.1V. Steric Effects in the Base-catalyzed Ionization of Nitroethane". Journal of the AmericanTriphenylmethane (614 words) [view diff] exact match in snippet view article find links to article
hydrocarbons because the charge is delocalized over three phenyl rings. Steric effects however prevent all three phenyl rings from achieving coplanarity simultaneouslyMethyl anthranilate (615 words) [view diff] case mismatch in snippet view article find links to article
(5): 1480–1513. doi:10.1002/hlca.19630460506. Halama; Pytela (1996). "Steric Effects in Acid-Catalyzed Decomposition and Base-Catalyzed Cyclization ofTris(dimethylamino)phosphine (260 words) [view diff] exact match in snippet view article
Chemistry. 2 (5): 936–944. doi:10.1021/ic50009a014. Tolman, C. A. (1977). "Steric effects of phosphorus ligands in organometallic chemistry and homogeneous catalysis"Methyllithium (981 words) [view diff] exact match in snippet view article find links to article
(tertiary-butylLi)4, where intercluster interactions are precluded by steric effects, is volatile as well as soluble in alkanes. Colour code: Li- purpleCeiling temperature (728 words) [view diff] exact match in snippet view article find links to article
because the phenyl and methyl groups are bonded to the same carbon. These steric effects in combination with stability of the tertiary benzylic α-methylstyrylChadwick A. Tolman (898 words) [view diff] exact match in snippet view article find links to article
original on 2011-08-13. Retrieved 2011-03-21. Tolman, C. A. (1977). "Steric effects of phosphorus ligands in organometallic chemistry and homogeneous catalysis"James A. Ibers (309 words) [view diff] exact match in snippet view article find links to article
Thomas G. "How far can proteins bend the FeCO unit? Distal polar and steric effects in heme proteins and models" Journal of the American Chemical SocietyHeteroatom-promoted lateral lithiation (1,692 words) [view diff] exact match in snippet view article find links to article
inductive electron donation from the additional alkyl group (rather than steric effects). Electrophiles that react with the benzylic anions formed by theseTriisopropylphosphine (98 words) [view diff] case mismatch in snippet view article find links to article
temperature and more soluble in hydrocarbons. C. A. Tolman (1977). "Steric Effects of Phosphorus Ligands in Organometallic Chemistry and Homogeneous Catalysis"Lactase (2,143 words) [view diff] exact match in snippet view article find links to article
1995). "Substrate specificity of small-intestinal lactase: study of the steric effects and hydrogen bonds involved in enzyme-substrate interaction". CarbohydrateElectrophile (2,321 words) [view diff] exact match in snippet view article find links to article
nucleophilicity of the halide ion, stability of the carbocation, and steric effects. As brief examples, the formation of a sterically unencumbered, stabilizedLondon dispersion force (1,613 words) [view diff] exact match in snippet view article find links to article
(2015), "London dispersion in molecular chemistry — reconsidering steric effects", Angewandte Chemie International Edition, 54 (42), Wiley: 12274–12296Excimer (1,166 words) [view diff] exact match in snippet view article find links to article
intersection of this exciplex state with the ground state in a balance of steric effects, electrostatic interactions, stacking interactions, and relative conformationsDuPont Central Research (3,971 words) [view diff] exact match in snippet view article find links to article
angle” theory that developed into the widely accepted electronic and steric effects of ligands on inorganic and organometallic complexes. OrganometallicDimethylphenylphosphine (649 words) [view diff] exact match in snippet view article find links to article
doi:10.1002/chem.200601484. PMID 17245785.. C. A. Tolman, Chem. Rev., Steric effects of Phosphorus Ligands in Organometallic Chemistry and Homogeneous CatalysisSulfenic acid (1,217 words) [view diff] exact match in snippet view article find links to article
spectroscopy) to be CH3–S–O–H. Sulfenic acids can be stabilized through steric effects, which prevent the sulfenic acid from condensing with itself to formMetal-phosphine complex (1,418 words) [view diff] exact match in snippet view article find links to article
1002/9780470132418.ch12. ISBN 9780470131695. Tolman, C. A. (1977). "Steric effects of Phosphorus Ligands in Organometallic Chemistry and Homogeneous Catalysis"Imine (2,633 words) [view diff] exact match in snippet view article find links to article
spectroscopy, both E and Z isomers of aldimines have been detected. Owing to steric effects, the E isomer is favored. The term "imine" was coined in 1883 by theRonald Breslow (2,073 words) [view diff] exact match in snippet view article find links to article
comparable acidity, combined with previous studies indicating that steric effects are largely negligible. The straight chain analogs are shown below.Tolman electronic parameter (616 words) [view diff] exact match in snippet view article find links to article
doi:10.1002/0471718769.ch4. ISBN 9780471718765. Tolman, C. A. (1977). "Steric effects of phosphorus ligands in organometallic chemistry and homogeneous catalysis"Organolithium reagent (5,971 words) [view diff] exact match in snippet view article find links to article
between lithium and surrounding solvent molecules or polar additives, and steric effects. A basic building block toward constructing more complex structuresBürgi–Dunitz angle (1,573 words) [view diff] exact match in snippet view article find links to article
PA:Saunders Company.[page needed] Lodge, E.P. & Heathcock, C.H. (1987) Steric effects, as well as sigma*-orbital energies, are important in diastereofaceMetal ammine complex (1,787 words) [view diff] exact match in snippet view article find links to article
a Lewis base and a "pure" sigma donor. It is also compact such that steric effects are negligible. These factors simplify interpretation of structuralSigrid D. Peyerimhoff (453 words) [view diff] case mismatch in snippet view article find links to article
Molecules. Peyerimhoff, Sigrid D. Interactions in Molecules: Electronic and Steric Effects. Weinheim: Wiley-VCH, 2003. ISBN 3-527-27732-3 Jug, Karl (2014). ZweihundertTransition metal carbene complex (1,995 words) [view diff] exact match in snippet view article find links to article
ligands that influence catalysis through a combination of electronic and steric effects, but they do not directly bind substrates. An early example of thisKlopman–Salem equation (810 words) [view diff] exact match in snippet view article find links to article
2006 ed.). Chichester, UK: Wiley. p. 27. ISBN 978-0471018209. The term steric effects is broad and often includes the result of Coulombic repulsion as wellKoelsch radical (654 words) [view diff] exact match in snippet view article find links to article
unpaired electron is located predominantly at the 1 and 3 positions. Steric effects from the biphenyl substituents also contribute to the compound's stabilityGlycan (3,161 words) [view diff] exact match in snippet view article find links to article
cytoplasmic proteases. N-linked glycans also contribute to protein folding by steric effects. For example, cysteine residues in the peptide may be temporarily blockedProtein phosphatase 1 (2,050 words) [view diff] exact match in snippet view article find links to article
complexed with PP1, but the catalytic subunit of PP1 does in order to avoid steric effects of Tyr 276 of PP1 and Mdha side chain of MCLR. Cantharidic acid is alsoCamphorsultam (638 words) [view diff] exact match in snippet view article find links to article
theoretically possible, only the exo isomer is actually produced due to steric effects of one of the methyl groups. Camphorsultam is often referred to as Oppolzer'sAminoacyl-tRNA (1,630 words) [view diff] exact match in snippet view article find links to article
between the amino acid and tRNA. Such observations are due to, primarily, steric effects. Steric hindrance is provided for by specific side chain groups of aminoButadiene (3,158 words) [view diff] exact match in snippet view article find links to article
double bonds is maximized, allowing for maximum conjugation, while steric effects are minimized. Conventionally, the s-trans conformation is consideredOrganophosphine (1,699 words) [view diff] exact match in snippet view article find links to article
often with smaller C-E-C angles (E = N, P), at least in the absence of steric effects. The C-P-C bond angle is 98.6° for trimethylphosphine increasing toMetal carbonyl (7,931 words) [view diff] exact match in snippet view article find links to article
known. Group 5 elements with 5 valence electrons, again are subject to steric effects that prevent the formation of M–M bonded species such as V2(CO)12, whichDonna Nelson (4,514 words) [view diff] case mismatch in snippet view article find links to article
1564. Nelson, D. J.; Perng, Tamy. "The Use of Relative Magnitudes of Steric Effects to Explore Reactions of Molecular Halogens with Representative AcyclicDeLos F. DeTar (713 words) [view diff] exact match in snippet view article find links to article
2022. DeTar, D.F.; Luthra, N.P. (1980). "Quantitative evaluation of steric effects in SN2 ring closure reactions". Journal of the American Chemical SocietyAryne (3,128 words) [view diff] case mismatch in snippet view article find links to article
Neil K.; Houk, K. N. (2014-11-05). "The Role of Aryne Distortions, Steric Effects, and Charges in Regioselectivities of Aryne Reactions". Journal of theHeterobimetallic catalysis (1,734 words) [view diff] exact match in snippet view article find links to article
nucleophilic assistance (Scheme 7). The calculations have shown that steric effects imparted by the ancillary ligands could result in enormous differencesKatrina Forest (1,041 words) [view diff] exact match in snippet view article find links to article
Katrina T.; Raines, Ronald T. (2010-01-12). "Stereoelectronic and steric effects in side chains preorganize a protein main chain". Proceedings of thePerfluorobutanesulfonyl fluoride (1,192 words) [view diff] exact match in snippet view article find links to article
ISSN 0936-5214. Meadows, Rebecca E.; Simon Woodward (2008-02-11). "Steric effects in palladium-catalysed amination of aryl triflates and nonaflates with3,4-Ethylidenedioxyamphetamine (233 words) [view diff] exact match in snippet view article find links to article
DiFMDA EDMA F-2 (psychedelic) Nichols DE, Kostuba LJ (October 1979). "Steric effects of substituents on phenethylamine hallucinogens. 3,4-(Methylenedioxy)amphetamineHexachlorophosphazene (1,914 words) [view diff] exact match in snippet view article find links to article
(NP(OR)2)3 + 3 NaCl The observed regioselectivity is due to the combined steric effects and oxygen lone pair π-backdonation (which deactivates already substituted2,5-Diketopiperazine (2,289 words) [view diff] exact match in snippet view article find links to article
cationic precursors (and N-acyliminium ion) and are sensitive to polar and steric effects. Alkylation of the bis-paramethoxybenzyl (pMB) protected 2,5-DKP 1 usingMetal bis(trimethylsilyl)amides (3,034 words) [view diff] exact match in snippet view article
The low coordination number of the iron complex is largely due to the steric effects of the bulky bis(trimethylsilyl)amide, however the complex will bindFlippin–Lodge angle (3,935 words) [view diff] exact match in snippet view article find links to article
ISBN 978-3-527-61608-4. Retrieved 1 March 2016. E.P. Lodge & C.H. Heathcock (1987) Steric effects, as well as sigma*-orbital energies, are important in diastereofaceProperties of water (9,582 words) [view diff] exact match in snippet view article find links to article
bonds: either they cannot donate or accept hydrogen atoms, or there are steric effects in bulky residues. In water, intermolecular tetrahedral structures formCereblon E3 ligase modulator (5,487 words) [view diff] exact match in snippet view article find links to article
activity. The effects of these substitutions seem to be mediated by steric effects. For the Y-position, a number of groups have been explored. SubstitutedWillard Gibbs Award (6,005 words) [view diff] exact match in snippet view article find links to article
electrostatic effects of substituents, the first successful calculation of steric effects from measurable physical parameters, and the rigorous application ofBoranylium ions (2,860 words) [view diff] exact match in snippet view article find links to article
Lewis acidity is of the boron atom is determined by the electronic and steric effects of its ligands. N-heterocyclic carbene (NHC)-stabilized borenium ionsPlumbylene (3,070 words) [view diff] case mismatch in snippet view article find links to article
Philip P. (2004). "Terphenyl Ligand Stabilized Lead(II) Derivatives: Steric Effects and Lead−Lead Bonding in Diplumbenes". Inorganic Chemistry. 43 (23):Metal tetranorbornyl (1,879 words) [view diff] exact match in snippet view article find links to article
tetragonal molecular geometry. A combination of London dispersion force and steric effects from the 1-norbornyl ligands results in the stability observed for theMolecular Inversion Probe (4,910 words) [view diff] exact match in snippet view article find links to article
successful applications worked with 100 to 200bp target lengths), otherwise steric effects may interfere with successful hybridization of the probes to their targetsOxalate nitrate (2,143 words) [view diff] exact match in snippet view article find links to article
"Supramolecular architectures of novel chromium(iii) oxalate complexes: steric effects of the ligand size and building-blocks approach". Dalton Transactions