TY - JOUR

T1 - Unified Generation of Conformations, Conformers, and Stereoisomers

T2 - A Discrete Mathematics-Based Approach

AU - Gugisch, Ralf

AU - Rücker, Christoph

PY - 2009

Y1 - 2009

N2 - In this feasibility study we propose an approach to a unified generation of stereoisomers including conformers of a molecular structure. The method is based on discrete mathematics, it recognizes and varies the orientation of in principle each quadruple of atoms. The method has potential to also generate stereoisomers that are not describable in terms of stereocenters or single bond rotations. Fundamentals such as the concept of a (partial) orientation function are discussed, and mathematical tools such as Radon partitions and binary Grassmann-Plücker relations are used to construct tests for realizability of abstract orientation functions. Simple examples are treated in detail.

AB - In this feasibility study we propose an approach to a unified generation of stereoisomers including conformers of a molecular structure. The method is based on discrete mathematics, it recognizes and varies the orientation of in principle each quadruple of atoms. The method has potential to also generate stereoisomers that are not describable in terms of stereocenters or single bond rotations. Fundamentals such as the concept of a (partial) orientation function are discussed, and mathematical tools such as Radon partitions and binary Grassmann-Plücker relations are used to construct tests for realizability of abstract orientation functions. Simple examples are treated in detail.

KW - Chemistry

UR - http://www.scopus.com/inward/record.url?scp=58149247944&partnerID=8YFLogxK

M3 - Journal articles

VL - 61

SP - 117

EP - 148

JO - MATCH Communications in mathematical and in computer chemistry

JF - MATCH Communications in mathematical and in computer chemistry

SN - 0340-6253

IS - 1

ER -