Publication

Chiralitätserhaltung bei der enthalogenierenden Cyclopropan-Bildung aus optisch aktivem 4,6-Dibromnonan

Manfred Schlosser
1974
Journal Articles

Abstract

Treatment of optically active (PrCHBr)2CH2 with Li-Hg or biphenyl-Li gave 46:54 or 59:51, resp., cis- and trans-1,2-dipropylcyclopropane (I). The original (R,R)-configuration at both chiral centers was inverted in the course of the cyclization reaction leading to the trans isomer. These stereochem. results ruled out clearly the possibility of the often discussed "p-cyclopropane" intermediate. [on SciFinder (R)]

Official source

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Manfred Schlosser
1974
Journal Articles

Abstract

Official source

Related concepts (32)

Cis–trans isomerism

Cis–trans isomerism, also known as geometric isomerism or configurational isomerism, is a term used in chemistry that concerns the spatial arrangement of atoms within molecules. The prefixes "cis" and "trans" are from Latin: "this side of" and "the other side of", respectively. In the context of chemistry, cis indicates that the functional groups (substituents) are on the same side of some plane, while trans conveys that they are on opposing (transverse) sides.

Chirality (chemistry)

In chemistry, a molecule or ion is called chiral (ˈkaɪrəl) if it cannot be superposed on its by any combination of rotations, translations, and some conformational changes. This geometric property is called chirality (kaɪˈrælɪti). The terms are derived from Ancient Greek χείρ (cheir) 'hand'; which is the canonical example of an object with this property. A chiral molecule or ion exists in two stereoisomers that are mirror images of each other, called enantiomers; they are often distinguished as either "right-handed" or "left-handed" by their absolute configuration or some other criterion.

Optical rotation

Optical rotation, also known as polarization rotation or circular birefringence, is the rotation of the orientation of the plane of polarization about the optical axis of linearly polarized light as it travels through certain materials. Circular birefringence and circular dichroism are the manifestations of optical activity. Optical activity occurs only in chiral materials, those lacking microscopic mirror symmetry. Unlike other sources of birefringence which alter a beam's state of polarization, optical activity can be observed in fluids.

Related publications (11)

Chiralitätserhaltung bei der enthalogenierenden Cyclopropan-Bildung aus optisch aktivem 4,6-Dibromnonan

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