Matches in DBpedia 2015-10 for { <http://dbpedia.org/resource/Borylation> ?p ?o }
- Borylation abstract "Metal-catalyzed C–H borylation reactions are transition metal catalyzed organic reactions that produce an organoboron compound through functionalization of aliphatic and aromatic C–H bonds and are therefore useful reactions for carbon–hydrogen bond activation. Metal-catalyzed C–H borylation reactions utilize transition metals to directly convert a C–H bond into a C–B bond. This route can be advantageous compared to traditional borylation reactions by making use of cheap and abundant hydrocarbon starting material, limiting prefunctionalized organic compounds, reducing toxic byproducts, and streamlining the synthesis of biologically important molecules. Boronic acids, and boronic esters are common boryl groups incorporated into organic molecules through borylation reactions. Boronic acids are trivalent boron-containing organic compounds that possess one alkyl substituent and two hydroxyl groups. Similarly, boronic esters possess one alkyl substituent and two ester groups. Boronic acids and esters are classified depending on the type of carbon group (R) directly bonded to boron, for example alkyl-, alkenyl-, alkynyl-, and aryl-boronic esters. The most common type of starting materials that incorporate boronic esters into organic compounds for transition metal catalyzed borylation reactions have the general formula (RO)2B-B(OR)2. For example, Bis(pinacolato)diboron (B2Pin2), and bis(catecholato)diborane (B2Cat2) are common boron sources of this general formula.The boron atom of a boronic ester or acid is sp2 hybridized possessing a vacant p orbital, enabling these groups to act as Lewis acids. The C–B bond of boronic acids and esters are slightly longer than typical C–C single bonds with a range of 1.55-1.59 Å. The lengthened C–B bond relative to the C–C bond results in a bond energy that is also slightly less than that of C–C bonds (323 kJ/mol for C–B vs 358 kJ/mol for C–C). The carbon–hydrogen bond has a bond length of about 1.09 Å, and a bond energy of about 413 kJ/mol. The C–B bond is therefore a useful intermediate as a bond that replaces a typically unreactive C–H bond.Organoboron compounds are organic compounds containing a carbon-boron bond. Organoboron compounds have broad applications for chemical synthesis because the C–B bond can easily be converted into a C–X (X = Br, Cl), C–O, C–N, or C–C bond. Because of the versatility of the C–B bond numerous processes have been developed to incorporate them into organic compounds. Organoboron compounds are traditionally synthesized from grignard reagents through hydroboration, or diboration reactions. Borylation provides an alternative.".
- Borylation thumbnail B2pin2_and_B2cat2.jpg?width=300.
- Borylation wikiPageID "41046135".
- Borylation wikiPageLength "29315".
- Borylation wikiPageOutDegree "106".
- Borylation wikiPageRevisionID "669333975".
- Borylation wikiPageWikiLink 10-Hydroxy_Lycopodium_alkaloids.
- Borylation wikiPageWikiLink 10-Hydroxy_lycopodium_alkaloids.
- Borylation wikiPageWikiLink 9-Borabicyclo(3.3.1)nonane.
- Borylation wikiPageWikiLink Acetal.
- Borylation wikiPageWikiLink Alcohol.
- Borylation wikiPageWikiLink Aliphatic.
- Borylation wikiPageWikiLink Aliphatic_compound.
- Borylation wikiPageWikiLink Alpine_borane.
- Borylation wikiPageWikiLink Alzheimers_disease.
- Borylation wikiPageWikiLink Amine.
- Borylation wikiPageWikiLink Arene_substitution_pattern.
- Borylation wikiPageWikiLink Aromatic.
- Borylation wikiPageWikiLink Aromaticity.
- Borylation wikiPageWikiLink Aryl.
- Borylation wikiPageWikiLink Aryl_halide.
- Borylation wikiPageWikiLink Bis(pinacolato)diboron.
- Borylation wikiPageWikiLink Borane.
- Borylation wikiPageWikiLink Boronic_acid.
- Borylation wikiPageWikiLink Carbon–hydrogen_bond.
- Borylation wikiPageWikiLink Carbon–hydrogen_bond_activation.
- Borylation wikiPageWikiLink Category:Boron.
- Borylation wikiPageWikiLink Chemical_kinetics.
- Borylation wikiPageWikiLink Chirality.
- Borylation wikiPageWikiLink Corey–Itsuno_reduction.
- Borylation wikiPageWikiLink Cyclohexane.
- Borylation wikiPageWikiLink Cyclooctene.
- Borylation wikiPageWikiLink Electronic_effect.
- Borylation wikiPageWikiLink Electrophilic_aromatic_substitution.
- Borylation wikiPageWikiLink Elias_James_Corey.
- Borylation wikiPageWikiLink Enantiomeric_excess.
- Borylation wikiPageWikiLink Ester.
- Borylation wikiPageWikiLink Ether.
- Borylation wikiPageWikiLink Fritz_Ullmann.
- Borylation wikiPageWikiLink Furan.
- Borylation wikiPageWikiLink Glial_cells.
- Borylation wikiPageWikiLink Grignard_reaction.
- Borylation wikiPageWikiLink Hydroboration.
- Borylation wikiPageWikiLink Hydrogen–deuterium_exchange.
- Borylation wikiPageWikiLink Isotopic_labeling.
- Borylation wikiPageWikiLink Isotopic_labelling.
- Borylation wikiPageWikiLink Ketone.
- Borylation wikiPageWikiLink Lewis_acids.
- Borylation wikiPageWikiLink Lewis_acids_and_bases.
- Borylation wikiPageWikiLink MRNA.
- Borylation wikiPageWikiLink Mannich_reaction.
- Borylation wikiPageWikiLink Messenger_RNA.
- Borylation wikiPageWikiLink Midland_Alpine_borane_reduction.
- Borylation wikiPageWikiLink Nerve_growth_factor.
- Borylation wikiPageWikiLink Neuroglia.
- Borylation wikiPageWikiLink Nucleophile.
- Borylation wikiPageWikiLink Orbital_hybridisation.
- Borylation wikiPageWikiLink Orbital_hybridization.
- Borylation wikiPageWikiLink Organic_synthesis.
- Borylation wikiPageWikiLink Organoboron.
- Borylation wikiPageWikiLink Organoboron_chemistry.
- Borylation wikiPageWikiLink Organotrifluoroborate.
- Borylation wikiPageWikiLink Oxidative_addition.
- Borylation wikiPageWikiLink Petasis_reaction.
- Borylation wikiPageWikiLink Protic_solvent.
- Borylation wikiPageWikiLink Pyrole.
- Borylation wikiPageWikiLink Pyrrole.
- Borylation wikiPageWikiLink Reactions_of_organoborates_and_boranes.
- Borylation wikiPageWikiLink Reductive_elimination.
- Borylation wikiPageWikiLink Sigma-Aldrich.
- Borylation wikiPageWikiLink Silane.
- Borylation wikiPageWikiLink Steric_effects.
- Borylation wikiPageWikiLink Suzuki_reaction.
- Borylation wikiPageWikiLink Tert-Butyloxycarbonyl_protecting_group.
- Borylation wikiPageWikiLink Tert-butyloxycarbonyl_protecting_group.
- Borylation wikiPageWikiLink Thiophene.
- Borylation wikiPageWikiLink Trifluoromethanesulfonate.
- Borylation wikiPageWikiLink Triphenylphosphine.
- Borylation wikiPageWikiLink Ullmann_reaction.
- Borylation wikiPageWikiLink Yield_(chemistry).
- Borylation wikiPageWikiLink File:Aliphatic_C-H_borylation-3.jpg.
- Borylation wikiPageWikiLink File:Application_of_Midland_reduction.tif.
- Borylation wikiPageWikiLink File:Application_of_Roush_allylation_reaction.tif.
- Borylation wikiPageWikiLink File:Application_of_Suzuki_Reaction.tif.
- Borylation wikiPageWikiLink File:B2pin2_and_B2cat2.jpg.
- Borylation wikiPageWikiLink File:C-H_borylation_of_heteraromatics.jpg.
- Borylation wikiPageWikiLink File:C-H_borylation_of_polyolefins-3.jpg.
- Borylation wikiPageWikiLink File:CBS_1-uuu.tif.
- Borylation wikiPageWikiLink File:CBS_2-uuu.tif.
- Borylation wikiPageWikiLink File:Complementary_selectivity_with_C-H_functionalization_reactions.jpg.
- Borylation wikiPageWikiLink File:Directing_groups_for_ortho_borylation.jpg.
- Borylation wikiPageWikiLink File:MU_1.tif.
- Borylation wikiPageWikiLink File:Mechanism_of_hydrosilane.jpg.
- Borylation wikiPageWikiLink File:Mechanistic_pathways_for_aliphatic_C-H_borylation-1.jpg.
- Borylation wikiPageWikiLink File:Meta-functionalization_of_arenes_through_C-H_borylation-2.svg.
- Borylation wikiPageWikiLink File:Meta-para_borylation.jpg.
- Borylation wikiPageWikiLink File:MidLand1.tif.
- Borylation wikiPageWikiLink File:PB_1.tif.
- Borylation wikiPageWikiLink File:Primary_versus_secondary_metal-alkyl_complex.jpg.
- Borylation wikiPageWikiLink File:RA_1-uuu.tif.