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单词 stereoselective
释义

stereoselectiveadj.

/ˌstɛrɪəʊsᵻˈlɛktɪv//ˌstɪərɪəʊsᵻˈlɛktɪv/
Etymology: < stereo- comb. form + selective adj.
Chemistry.
Of a reaction: producing a particular stereoisomeric form of the product preferentially, irrespective of the configuration of the reactant; = stereospecific adj. 1a.Originally (quot. 1957) = stereospecific adj. 2.
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the world > matter > chemistry > isomerism > [adjective] > of or relating to stereo-isomerism > stereoselective
stereoselective1957
1957 Jrnl. Amer. Chem. Soc. 79 1595/2 Comparable trans eliminations in open-chain systems are stereoselective.
1959 Jrnl. Amer. Chem. Soc. 81 110/1 A stereospecific process is one in which the configuration of the product is related to that of the reactant... A stereoselective process is one in which there is no relationship between the configuration of the reactant and that of product but one in which there is a definite driving force for forming one of the possible stereoisomeric products.
1962 E. L. Eliel Stereochem. Carbon Compounds xv. 436 All stereospecific processes are stereoselective, but not all stereoselective processes are stereospecific. For example, the low-temperature free-radical addition of hydrogen bromide to the 2-bromo-2-butenes..is both stereospecific and stereo~selective in that the cis olefin gives meso-2,3-dibromobutane whereas the trans olefin gives the dl-dibromide. At higher temperature the reaction is still stereoselective (formation of 75% dl isomer to 25% meso isomer) but no longer stereospecific; both olefins now give the same product mixture.
1968 I. L. Finar Org. Chem. (ed. 4) II. iv. 126 The term stereospecific reaction has been used in the same sense as stereoselective reaction, but now the tendency is to restrict the use of stereospecific to a reaction in which different stereoisomers produce different products or act at different rates.
1979 Canad. Jrnl. Chem. 57 646/1 Our synthesis [of sucrose] was predicated upon the stereoselective methoxybromination of the diene 8.

Derivatives

ˌstereoseˈlection n.
ΘΚΠ
the world > matter > chemistry > isomerism > [noun] > stereo-isomerism > stereoselectivity
stereoselectivity1956
stereoselection1968
1968 S. I. Miller in V. Gold Adv. in Physical Org. Chem. VI. 186 We shall then describe a number of causes of stereoselection associated with bonding, steric, thermodynamic [etc.] factors.
1979 Tetrahedron Lett. No. 50. 4867 (heading) Stereoselection in the AlCl3-catalysed ene additions of chloral to 1,2-dialkyl ethylenes.
ˌstereoseˈlectively adv.
ΘΚΠ
the world > matter > chemistry > isomerism > [adverb] > specifically by stereoisomerism > stereoselectively
stereoselectively1957
1957 Jrnl. Amer. Chem. Soc. 79 1594/2 The fact that eliminations from I and II..occur stereoselectively rules out the possibility of an intermediate carbanion of any but very short half-life.
1980 Chem. in Brit. 16 518/1 He was able to put one of the carbon-carbon bonds in place stereoselectively creating two of the six contiguous chiral centres on the left hand side of the molecule.
ˌstereoselecˈtivity n. the property or fact of being stereoselective.
ΘΚΠ
the world > matter > chemistry > isomerism > [noun] > stereo-isomerism > stereoselectivity
stereoselectivity1956
stereoselection1968
1956 Jrnl. Amer. Chem. Soc. 78 1171/1 The decreased stereoselectivity of ketonization..in the 2-methyl-3-phenylindanone system as compared with the 1-phenyl-2-benzoylcyclohexane situation.
1974 G. B. Gill & M. R. Willis Pericyclic Reactions vi. 191 Likewise the trans-alkene is formed in the other processes with fairly high stereoselectivity.
1979 Canad. Jrnl. Chem. 57 646/1 A new synthesis of sucrose in which all of the steps involved proceeded with complete stereoselectivity.
This entry has not yet been fully updated (first published 1986; most recently modified version published online September 2019).
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adj.1956
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