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Ring expansion and contraction. Ring expansion and ring contraction reactions expand or contract rings, usually in organic chemistry. The term usually refers to reactions involve making and breaking C-C bonds, [1] Diverse mechanisms lead to these kinds of reactions. The bond migration step of the pinacol type rearrangement.
Buchner ring expansion. The Buchner ring expansion is a two-step organic C-C bond forming reaction used to access 7-membered rings. The first step involves formation of a carbene from ethyl diazoacetate, which cyclopropanates an aromatic ring. The ring expansion occurs in the second step, with an electrocyclic reaction opening the cyclopropane ...
A cyclic compound (or ring compound) is a term for a compound in the field of chemistry in which one or more series of atoms in the compound is connected to form a ring. Rings may vary in size from three to many atoms, and include examples where all the atoms are carbon (i.e., are carbocycles ), none of the atoms are carbon (inorganic cyclic ...
The Buchner–Curtius–Schlotterbeck reaction is the reaction of aldehydes or ketones with aliphatic diazoalkanes to form homologated ketones. [1] It was first described by Eduard Buchner and Theodor Curtius in 1885 [2] and later by Fritz Schlotterbeck in 1907. [3] Two German chemists also preceded Schlotterbeck in discovery of the reaction ...
RXNO:0000381. The Tiffeneau–Demjanov rearrangement ( TDR) is the chemical reaction of a 1-aminomethyl-cycloalkanol with nitrous acid to form an enlarged cycloketone. The Tiffeneau–Demjanov ring expansion, Tiffeneau–Demjanov rearrangement, or TDR, provides an easy way to increase amino-substituted cycloalkanes and cycloalkanols in size by ...
Bicyclic molecule. DABCO (1,4-diazabicyclo [2.2.2]octane) is often incorrectly depicted with one skewed ethylene group for the sake of clarity. A bicyclic molecule (from bi 'two', and cycle 'ring') is a molecule that features two joined rings. [1] Bicyclic structures occur widely, for example in many biologically important molecules like α ...
The rearrangement is widely used in organic synthesis. It is symmetry-allowed when it is suprafacial on all components. The transition state of the molecule passes through a boat or chair like transition state. An example of the Cope rearrangement is the expansion of a cyclobutane ring to a cycloocta-1,5-diene ring:
Organic chemistry has a strong tradition of naming a specific reaction to its inventor or inventors and a long list of so-called named reactions exists, conservatively estimated at 1000. A very old named reaction is the Claisen rearrangement (1912) and a recent named reaction is the Bingel reaction (1993).
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