Publication

The activation barrier to axial torsion in 2,2'-bis(diphenylphosphino)biphenyl

Manfred Schlosser
1996
Journal Articles

Abstract

After selective deuteration of 2,2'-bis(diphenylphosphino)biphenyl, it was possible to det. the NMR coalescence temp. of the diastereotopic Ph groups. On this basis, a torsional barrier of 22 kcal/mol was calcd. Thus, the bisphosphine, even if it could be resolved into pure enantiomers, would rapidly re-racemize at temps. around or >25 Deg. [on SciFinder (R)]

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Manfred Schlosser
1996
Journal Articles

Abstract

Official source

Related concepts (18)

Enantiomer

In chemistry, an enantiomer (/ɪˈnænti.əmər, ɛ-, -oʊ-/ ih-NAN-tee-ə-mər; from Ancient Greek ἐνάντιος (enántios) 'opposite', and μέρος (méros) 'part') – also called optical isomer, antipode, or optical antipode – is one of two stereoisomers that are non-superposable onto their own . Enantiomers are much like one's right and left hands, when looking at the same face, they cannot be superposed onto each other. No amount of reorientation in three spatial dimensions will allow the four unique groups on the chiral carbon (see chirality) to line up exactly.

Conformational isomerism

In chemistry, conformational isomerism is a form of stereoisomerism in which the isomers can be interconverted just by rotations about formally single bonds (refer to figure on single bond rotation). While any two arrangements of atoms in a molecule that differ by rotation about single bonds can be referred to as different conformations, conformations that correspond to local minima on the potential energy surface are specifically called conformational isomers or conformers.

Enantiopure drug

An enantiopure drug is a pharmaceutical that is available in one specific enantiomeric form. Most biological molecules (proteins, sugars, etc.) are present in only one of many chiral forms, so different enantiomers of a chiral drug molecule bind differently (or not at all) to target receptors. Chirality can be observed when the geometric properties of an object is not superimposable with its mirror image. Two forms of a molecule are formed (both mirror images) from a chiral carbon, these two forms are called enantiomers.