Stereochemical Correspondence among Chemically Disparate Systems: Spirocyclic Phosphoranes, Diarylmethanes, and Cognates

Devens Gust; Paolo Finocchiaro; Kurt Mislow

doi:10.1073/pnas.70.12.3445

. 1973 Dec;70(12 Pt 1-2):3445–3449. doi: 10.1073/pnas.70.12.3445

Stereochemical Correspondence among Chemically Disparate Systems: Spirocyclic Phosphoranes, Diarylmethanes, and Cognates

Devens Gust ¹, Paolo Finocchiaro ^1,^*, Kurt Mislow ¹

PMCID: PMC427256 PMID: 16592120

Abstract

Certain chemical systems which differ greatly in many of their chemical properties may nevertheless exhibit stereochemically isomorphic behavior, i.e., they may be stereochemically correspondent. Two such systems are spirocyclic pentacoordinate molecules and molecules of the type Ar₂ZX. The consequences of stereochemical correspondence between these two systems are explored in depth.

Keywords: rearrangement modes, equivalence relations, stereoisomerizations