Matches in DBpedia 2016-04 for { <http://dbpedia.org/resource/Spiro_compound> ?p ?o }
- Spiro_compound abstract "A spiro compound, or spirane, from the Latin spīra, meaning a twist or coil, is a term referring to chemical compounds, typically organic compounds, that present a twisted structure of two or more rings (a ring system), in which 2 or 3 rings are linked together by one common atom, examples of which are shown at right.The simplest spiro compounds are bicyclic (having just two rings), or have bicyclic portion as a part of the larger ring system, in either case with the two rings connected through the defining single common atom. The one common atom connecting the participating rings distinguishes spiro compounds from other bicyclics: from isolated ring compounds like biphenyl that have no connecting atoms, from fused ring compounds like decalin having two rings linked by two adjacent atoms, and from bridged ring compounds like norbornane with two rings linked by two non-adjacent atoms. Spiro compounds may be fully carbocyclic (all carbon) or heterocyclic (having one or more non-carbon atom), and the earliest exposure of a chemist in training to a spiro compound is often to a heterocyclic form, the ketal (acetal) formed in the protection of ketones by diols and dithiols (see image above right). The common atom that connects the two (or sometimes three) rings is called the spiro atom; in carbocyclic spiro compounds like spiro(5.5)undecane (see image at right), the spiro-atom is a quaternary carbon, and as the -ane ending implies, these are the types of molecules to which the name spirane was first applied (though it is now used general of all spiro compounds). Likewise, a tetravalent neutral silicon or positively charged quaternary nitrogen atom (ammonium cation) can be the spiro center in these compounds, and many of these have been prepared and described. The 2-3 rings being joined are most often different in nature, though they, on occasion, be identical [e.g., spiro(5.5)undecane, just shown, and spirapentadiene, at right]. Although sketches of organic structures makes spiro compounds appear planar, they are not; for instance, a spiro compound with a pair of three-membered cyclopropene rings connected in spiro fashion (image below) has been given the popular misnomer of being a bow tie structure, when it is not flat or planar like a bow tie. This can be stated another way, saying that the best-fit planes to each ring are often perpendicular or are otherwise non-coplanar to one another.Spiranes can be chiral, in three distinct ways. First, while nevertheless appearing to be twisted, they yet may have a chiral center making them analogous to any simple chiral compound, and second, while again appearing twisted, the specific location of substiuents, as with alkylidenecycloalkanes, may make a spiro compound display central chirality (rather than axial chirality resulting from the twist); third, the substiuents of the rings of the spiro compound may be such that the only reason they are chiral arises solely from the twist of their rings, e.g., in the simplest bicyclic case, where two structurally identical rings are attached via their spiro atom, resulting in a twisted presentation of the two rings. Hence, in the third case, the lack of planarity described above gives rise to what is termed axial chirality in otherwise identical isomeric pair of spiro compounds, because they differ only in the right- versus left-handed \"twist\" of structurally identical rings (as seen in allenes, sterically hindered biaryls, and alkylidenecycloalkanes as well). Assignment of absolute configuration of spiro compounds has been challenging, but a number of each type have been unequivocally assigned.Spiro compounds are present throughout the natural world, some cases of which have been exploited to provide tool compounds for biomedical study and to serve as scaffolds for the design of therapeutic agents with novel shapes. As well, the spiro motif is present in various practical compound types (such as dyes), as well as in a wide variety of oligo- and polymeric materials designs, for the unique shapes and properties the spiro center imparts, e.g., in the design of electronically active materials in particular. In both cases, the presence of the spiro center, often with four distinct groups attached, and with its unique aspects of chirality, adds unique challenges to the chemical synthesis of each compound type.".
- Spiro_compound thumbnail Ketal_Synthesis_V.1.svg?width=300.
- Spiro_compound wikiPageExternalLink spiro.
- Spiro_compound wikiPageExternalLink 7103x0531.pdf.
- Spiro_compound wikiPageExternalLink !divAbstract.
- Spiro_compound wikiPageExternalLink ref=sr_1_1?s=books&ie=UTF8&qid=1454600262&sr=1-1&keywords=Stereochemistry+of+Organic+Compounds+Eliel.
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- Spiro_compound wikiPageID "3551139".
- Spiro_compound wikiPageLength "28132".
- Spiro_compound wikiPageOutDegree "72".
- Spiro_compound wikiPageRevisionID "706293912".
- Spiro_compound wikiPageWikiLink 1,2-Ethanedithiol.
- Spiro_compound wikiPageWikiLink Acetal.
- Spiro_compound wikiPageWikiLink Adolf_von_Baeyer.
- Spiro_compound wikiPageWikiLink Allene.
- Spiro_compound wikiPageWikiLink Ammonium.
- Spiro_compound wikiPageWikiLink Aromatic_hydrocarbon.
- Spiro_compound wikiPageWikiLink Aryl.
- Spiro_compound wikiPageWikiLink Axial_chirality.
- Spiro_compound wikiPageWikiLink Bicyclic_molecule.
- Spiro_compound wikiPageWikiLink Biphenyl.
- Spiro_compound wikiPageWikiLink Bow_tie.
- Spiro_compound wikiPageWikiLink Cahn–Ingold–Prelog_priority_rules.
- Spiro_compound wikiPageWikiLink Carbocyclic.
- Spiro_compound wikiPageWikiLink Carbon–carbon_bond.
- Spiro_compound wikiPageWikiLink Category:Spiro_compounds.
- Spiro_compound wikiPageWikiLink Chemical_Society_Reviews.
- Spiro_compound wikiPageWikiLink Chemical_compound.
- Spiro_compound wikiPageWikiLink Chemical_nomenclature.
- Spiro_compound wikiPageWikiLink Chemical_synthesis.
- Spiro_compound wikiPageWikiLink Chirality.
- Spiro_compound wikiPageWikiLink Chirality_(chemistry).
- Spiro_compound wikiPageWikiLink Chromism.
- Spiro_compound wikiPageWikiLink Cyclohexanone.
- Spiro_compound wikiPageWikiLink Cyclopropene.
- Spiro_compound wikiPageWikiLink Decalin.
- Spiro_compound wikiPageWikiLink Diol.
- Spiro_compound wikiPageWikiLink Dithiol.
- Spiro_compound wikiPageWikiLink Ethylene_glycol.
- Spiro_compound wikiPageWikiLink Infix.
- Spiro_compound wikiPageWikiLink Ketone.
- Spiro_compound wikiPageWikiLink Lactone.
- Spiro_compound wikiPageWikiLink Leuco_dye.
- Spiro_compound wikiPageWikiLink Natural_product.
- Spiro_compound wikiPageWikiLink Nitrogen.
- Spiro_compound wikiPageWikiLink Norbornane.
- Spiro_compound wikiPageWikiLink Organic_chemistry.
- Spiro_compound wikiPageWikiLink Organic_compound.
- Spiro_compound wikiPageWikiLink Oxazines.
- Spiro_compound wikiPageWikiLink Pinacol_rearrangement.
- Spiro_compound wikiPageWikiLink Plane_(geometry).
- Spiro_compound wikiPageWikiLink Protecting_group.
- Spiro_compound wikiPageWikiLink Pure_and_Applied_Chemistry.
- Spiro_compound wikiPageWikiLink Spirapril.
- Spiro_compound wikiPageWikiLink Spiroaromaticity.
- Spiro_compound wikiPageWikiLink Spiropentadiene.
- Spiro_compound wikiPageWikiLink File:Axial_chirality_of_spiro_compound.png.
- Spiro_compound wikiPageWikiLink File:Elatol.png.
- Spiro_compound wikiPageWikiLink File:Ketal_Synthesis_V.1.svg.
- Spiro_compound wikiPageWikiLink File:Spiro-C5H4.png.
- Spiro_compound wikiPageWikiLink File:Spiro_5.5_undecan.svg.
- Spiro_compound wikiPageWikiLink File:Spironolactone.svg.
- Spiro_compound wikiPageWikiLink File:Spiroverbindung_Nomenklatur.svg.
- Spiro_compound wikiPageWikiLink File:The_synthesis_of_a_spiro-keto_compound_form_a_symmetrical_diol.png.
- Spiro_compound wikiPageWikiLink File:The_synthesis_of_spiranes_from_the_reduction_of_the_spiro-alcohol_compound.png.
- Spiro_compound wikiPageWikiLinkText "Spiro compound".
- Spiro_compound wikiPageWikiLinkText "spiran".
- Spiro_compound wikiPageWikiLinkText "spiro compound".
- Spiro_compound wikiPageWikiLinkText "spiro ring".
- Spiro_compound wikiPageWikiLinkText "spiro way".
- Spiro_compound wikiPageWikiLinkText "spiro".
- Spiro_compound wikiPageWikiLinkText "spiro-type structures".
- Spiro_compound wikiPageWikiLinkText "spiroatom".
- Spiro_compound wikiPageWikiLinkText "spirocylic".
- Spiro_compound about "types of spiro compounds, types of manifest chirality, ways of synthesis, uses compounds, etc., between lede and main body; the unreferenced body needs to catch up to the lede".
- Spiro_compound date "February 2016".
- Spiro_compound wikiPageUsesTemplate Template:Authority_control.
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- Spiro_compound wikiPageUsesTemplate Template:Verification_needed.
- Spiro_compound subject Category:Spiro_compounds.
- Spiro_compound hypernym Term.
- Spiro_compound type Thing.
- Spiro_compound comment "A spiro compound, or spirane, from the Latin spīra, meaning a twist or coil, is a term referring to chemical compounds, typically organic compounds, that present a twisted structure of two or more rings (a ring system), in which 2 or 3 rings are linked together by one common atom, examples of which are shown at right.The simplest spiro compounds are bicyclic (having just two rings), or have bicyclic portion as a part of the larger ring system, in either case with the two rings connected through the defining single common atom. ".
- Spiro_compound label "Spiro compound".
- Spiro_compound sameAs Q424180.