Publication

Dialkyl Effect on Enantioselectivity: p-Stacking as a Structural Feature in P,N Complexes of Palladium(II)

2002
Journal Articles

Abstract

A phosphino,oxazoline P,N-bidentate ligand, 4, contg. 3,5-di-tert-butylphenyl groups was prepd. In the Heck arylation of dihydrofuran, 4 affords higher ee's than either 2 or 3, the unsubstituted and m-dimethylphenyl analogs, resp. Several Pd(0) complexes of 4 are reported. The exchange dynamics of Pd(4)(dba) involve an interconversion of diastereomers via an intramol. process. The x-ray structure for PdCl2(4), 8, was detd. by x-ray diffraction methods. Comparison of data with PdCl2(2), 9, and PdCl2(3), 10, suggests that differing amts. of p-p stacking influence the structures of these relatively simple Pd complexes, with 9 and 10 revealing the strongest p-p interactions. An estn. of the van der Waals energies involved in the interaction supports a .apprx. 4 kcal/mol stabilization via p-p stacking. [on SciFinder (R)]

Official source

https://infoscience.epfl.ch/entities/publication/7a222b47-12ef-47d7-96d8-5aade830cf24

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2002
Journal Articles

Abstract

Official source

https://infoscience.epfl.ch/entities/publication/7a222b47-12ef-47d7-96d8-5aade830cf24

About this result

Related concepts (32)

X-ray crystallography

X-ray crystallography is the experimental science determining the atomic and molecular structure of a crystal, in which the crystalline structure causes a beam of incident X-rays to diffract into many specific directions. By measuring the angles and intensities of these diffracted beams, a crystallographer can produce a three-dimensional picture of the density of electrons within the crystal. From this electron density, the mean positions of the atoms in the crystal can be determined, as well as their chemical bonds, their crystallographic disorder, and various other information.

X-ray spectroscopy

X-ray spectroscopy is a general term for several spectroscopic techniques for characterization of materials by using x-ray radiation. When an electron from the inner shell of an atom is excited by the energy of a photon, it moves to a higher energy level. When it returns to the low energy level, the energy which it previously gained by the excitation is emitted as a photon which has a wavelength that is characteristic for the element (there could be several characteristic wavelengths per element).

Intermolecular force

An intermolecular force (IMF) (or secondary force) is the force that mediates interaction between molecules, including the electromagnetic forces of attraction or repulsion which act between atoms and other types of neighbouring particles, e.g. atoms or ions. Intermolecular forces are weak relative to intramolecular forces – the forces which hold a molecule together. For example, the covalent bond, involving sharing electron pairs between atoms, is much stronger than the forces present between neighboring molecules.

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