Luche Reduction
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Luche Reduction
Luche reduction is the selective organic reduction of α,β-unsaturated ketones to allylic alcohols with sodium borohydride (NaBH4) and lanthanide chlorides, mainly cerium(III) chloride (CeCl3), in methanol or ethanol. The Luche reduction can be conducted chemoselectively toward ketone in the presence of aldehydes or towards α,β-unsaturated ketones in the presence of a non- conjugated ketone. An enone forms an allylic alcohol in a 1,2-addition, and the competing conjugate 1,4-addition is suppressed. : The selectivity can be explained in terms of the HSAB theory HSAB concept is a jargon for "hard and soft (Lewis) acids and bases". HSAB is widely used in chemistry for explaining stability of compounds, reaction mechanisms and pathways. It assigns the terms 'hard' or 'soft', and 'acid' or 'base' to chemic ...: carbonyl groups require hard nucleophiles for 1,2-addition. The hardness of the borohydride is increased by replacing hydride groups with alkoxide groups, a rea ...
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Organic Redox Reaction
Organic reductions or organic oxidations or organic redox reactions are redox reactions that take place with organic compounds. In organic chemistry oxidations and reductions are different from ordinary redox reactions, because many reactions carry the name but do not actually involve electron transfer.March Jerry; (1985). Advanced Organic Chemistry reactions, mechanisms and structure (3rd ed.). New York: John Wiley & Sons, inc. Instead the relevant criterion for organic oxidation is gain of oxygen and/or loss of hydrogen, respectively.''Organic Redox Systems: Synthesis, Properties, and Applications'', Tohru Nishinaga 2016 Simple functional groups can be arranged in order of increasing oxidation state. The oxidation numbers are only an approximation: When methane is oxidized to carbon dioxide its oxidation number changes from −4 to +4. Classical reductions include alkene reduction to alkanes and classical oxidations include oxidation of alcohols to aldehydes. In oxidations ...
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Chemical Communications
''ChemComm'' (or ''Chemical Communications''), formerly known as ''Journal of the Chemical Society D: Chemical Communications'' (1969–1971), ''Journal of the Chemical Society, Chemical Communications'' (1972–1995), is a peer-reviewed scientific journal published by the Royal Society of Chemistry. It covers all aspects of chemistry. In January 2012, the journal moved to publishing 100 issues per year. The current chair of the Editorial Board is Douglas Stephan (University of Toronto, Canada), while the executive editor is Richard Kelly. Abstracting and indexing The journal is abstracted and indexed in: * Chemical Abstracts * Science Citation Index * Current Contents/Physical, Chemical & Earth Sciences * Scopus * Index Medicus/MEDLINE/PubMed According to the ''Journal Citation Reports'', the journal has a 2021 impact factor of 6.065. See also * ''New Journal of Chemistry'' * ''Chemical Society Reviews'' * ''Chemical Science'' * ''RSC Advances ''RSC Advances'' is an online ...
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Organic Reduction Reactions
Organic may refer to: * Organic, of or relating to an organism, a living entity * Organic, of or relating to an anatomical organ Chemistry * Organic matter, matter that has come from a once-living organism, is capable of decay or is the product of decay, or is composed of organic compounds * Organic compound, a compound that contains carbon ** Organic chemistry, chemistry involving organic compounds Farming, certification and products * Organic farming, agriculture conducted according to certain standards, especially the use of stated methods of fertilization and pest control * Organic certification, accreditation process for producers of organically-farmed products * Organic horticulture, the science and art of growing fruits, vegetables, flowers, or ornamental plants by following the essential principles of organic agriculture * Organic products, "organics": ** Organic food, food produced from organic farming methods and often certified organic according to organic farming stand ...
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Luche Reduction Mechanism
The term ''Luch'' (plural: ''Luche'') is German and refers to an area of originally expansive, marshy or boggy lowland in northeast Germany, especially in the state of Brandenburg. ''Luche'' are found mainly in Young Drift regions; but they also occur on Old Drift landscapes. According to Leser the term should not be translated. Location and history ''Luche'' mainly formed in the main urstromtal valleys or their side valleys. After the end of the Ice Age, the water table rose during the postglacial period resulting in the formation of bogs. The peat thickness is not particularly great; in most cases it is less than 2 metres thick. Before the installation of artificial drainage networks excess water often accumulated in the ''Luche'' in ponds. In contrast with lowlands with natural watercourses, they were give a different name from the neighbouring ''Bruche'' ( carrs), such as the Oderbruch to the east and the Hohennauen Bruch on the Havel to the west. Most of the ''Luche'' i ...
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Lewis Acids And Bases
A Lewis acid (named for the American physical chemist Gilbert N. Lewis) is a chemical species that contains an empty orbital which is capable of accepting an electron pair from a Lewis base to form a Lewis adduct. A Lewis base, then, is any species that has a filled orbital containing an electron pair which is not involved in bonding but may form a dative bond with a Lewis acid to form a Lewis adduct. For example, NH3 is a Lewis base, because it can donate its lone pair of electrons. Trimethylborane (Me3B) is a Lewis acid as it is capable of accepting a lone pair. In a Lewis adduct, the Lewis acid and base share an electron pair furnished by the Lewis base, forming a dative bond. In the context of a specific chemical reaction between NH3 and Me3B, a lone pair from NH3 will form a dative bond with the empty orbital of Me3B to form an adduct NH3•BMe3. The terminology refers to the contributions of Gilbert N. Lewis. From p. 142: "We are inclined to think of substances as pos ...
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HSAB Theory
HSAB concept is a jargon for "hard and soft Lewis acids and bases, (Lewis) acids and bases". HSAB is widely used in chemistry for explaining stability of chemical compound, compounds, reaction mechanisms and pathways. It assigns the terms 'hard' or 'soft', and 'acid' or 'base' to chemical species. 'Hard' applies to species which are small, have high charge states (the charge criterion applies mainly to acids, to a lesser extent to bases), and are weakly Polarizability, polarizable. 'Soft' applies to species which are big, have low charge states and are strongly polarizable. The theory is used in contexts where a qualitative, rather than quantitative, description would help in understanding the predominant factors which drive chemical properties and reactions. This is especially so in transition metal chemistry, where numerous experiments have been done to determine the relative ordering of ligands and transition metal ions in terms of their hardness and softness. HSAB theory is al ...
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Luche2
The term ''Luch'' (plural: ''Luche'') is German and refers to an area of originally expansive, marshy or boggy lowland in northeast Germany, especially in the state of Brandenburg. ''Luche'' are found mainly in Young Drift regions; but they also occur on Old Drift landscapes. According to Leser the term should not be translated. Location and history ''Luche'' mainly formed in the main urstromtal valleys or their side valleys. After the end of the Ice Age, the water table rose during the postglacial period resulting in the formation of bogs. The peat thickness is not particularly great; in most cases it is less than 2 metres thick. Before the installation of artificial drainage networks excess water often accumulated in the ''Luche'' in ponds. In contrast with lowlands with natural watercourses, they were give a different name from the neighbouring ''Bruche'' ( carrs), such as the Oderbruch to the east and the Hohennauen Bruch on the Havel to the west. Most of the ''Luche'' i ...
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Conjugated System
In theoretical chemistry, a conjugated system is a system of connected p-orbitals with delocalized electrons in a molecule, which in general lowers the overall energy of the molecule and increases stability. It is conventionally represented as having alternating single and multiple bonds. Lone pairs, radicals or carbenium ions may be part of the system, which may be cyclic, acyclic, linear or mixed. The term "conjugated" was coined in 1899 by the German chemist Johannes Thiele. Conjugation is the overlap of one p-orbital with another across an adjacent σ bond (in transition metals, d-orbitals can be involved). A conjugated system has a region of overlapping p-orbitals, bridging the interjacent locations that simple diagrams illustrate as not having a π bond. They allow a delocalization of π electrons across all the adjacent aligned p-orbitals. The π electrons do not belong to a single bond or atom, but rather to a group of atoms. Molecules containing conjugated syst ...
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Aldehyde
In organic chemistry, an aldehyde () is an organic compound containing a functional group with the structure . The functional group itself (without the "R" side chain) can be referred to as an aldehyde but can also be classified as a formyl group. Aldehydes are common and play important roles in the technology and biological spheres. Structure and bonding Aldehydes feature a carbon center that is connected by a double bond to oxygen and a single bond to hydrogen and single bond to a third substituent, which is carbon or, in the case of formaldehyde, hydrogen. The central carbon is often described as being sp2- hybridized. The aldehyde group is somewhat polar. The C=O bond length is about 120-122 picometers. Physical properties and characterization Aldehydes have properties that are diverse and that depend on the remainder of the molecule. Smaller aldehydes are more soluble in water, formaldehyde and acetaldehyde completely so. The volatile aldehydes have pungent odors. Al ...
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Ketone
In organic chemistry, a ketone is a functional group with the structure R–C(=O)–R', where R and R' can be a variety of carbon-containing substituents. Ketones contain a carbonyl group –C(=O)– (which contains a carbon-oxygen double bond C=O). The simplest ketone is acetone (where R and R' is methyl), with the formula . Many ketones are of great importance in biology and in industry. Examples include many sugars (ketoses), many steroids (e.g., testosterone), and the solvent acetone. Nomenclature and etymology The word ''ketone'' is derived from ''Aketon'', an old German word for ''acetone''. According to the rules of IUPAC nomenclature, ketone names are derived by changing the suffix ''-ane'' of the parent alkane to ''-anone''. Typically, the position of the carbonyl group is denoted by a number, but traditional nonsystematic names are still generally used for the most important ketones, for example acetone and benzophenone. These nonsystematic names are considere ...
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Chemoselectivity
Chemoselectivity is the preferential outcome of a chemical reaction over a set of possible alternative reactions. In another definition, chemoselectivity refers to the selective reactivity of one functional group in the presence of others; often this process in convoluted and protecting groups are on the molecular connectivity alone. Such predictions based on connectivity are generally considered plausible, but the physical outcome of the actual reaction is ultimately dependent on a number of factors that are practically impossible to predict to any useful accuracy (solvent, atomic orbitals, etc.). Chemoselectivity can be difficult to predict, but observing selective outcomes in cases where many reactions are plausible, is common. Examples include the selective organic Redox, reduction of the greater relative chemoselectivity of sodium borohydride Redox, reduction versus lithium aluminium hydride Redox, reduction. In another example, the compound 4-methoxyacetophenone is oxidized ...
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Journal Of The American Chemical Society
The ''Journal of the American Chemical Society'' is a weekly peer-reviewed scientific journal that was established in 1879 by the American Chemical Society. The journal has absorbed two other publications in its history, the ''Journal of Analytical and Applied Chemistry'' (July 1893) and the ''American Chemical Journal'' (January 1914). It covers all fields of chemistry. Since 2021, the editor-in-chief is Erick M. Carreira (ETH Zurich). In 2014, the journal moved to a hybrid open access publishing model. Abstracting and indexing The journal is abstracted and indexed in Chemical Abstracts Service, Scopus, EBSCO databases, ProQuest databases, Index Medicus/MEDLINE/PubMed, and the Science Citation Index Expanded. According to the ''Journal Citation Reports'', the journal has a 2021 impact factor of 16.383. Editors-in-chief The following people are or have been editor-in-chief: * 1879–1880 – Hermann Endemann * 1880–1881 – Gideon E. Moore * 1881–1882 – Hermann Endemann ...
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