TY - JOUR

T1 - Helical [n]catamantanes and all-trans-perhydroacenic [n]perimantanes

T2 - Structures and von Baeyer IUPAC numbering of carbon atoms

AU - Balaban, Alexandru T.

AU - Rücker, Christoph

PY - 2013/12/19

Y1 - 2013/12/19

N2 - [n]Diamondoids are hydrocarbons whose carbon skeleton is a portion of the diamond lattice, and contains n adamantane cells (or units) sharing chair-shaped hexagons of carbon atoms. When centers of these adamantane units are connected by lines, the resulting construction is called the dualist of the diamondoid, and it also is similar to a portion of the diamond lattice. While these hydrocarbons can be distinguished by the Balaban-Schleyer nomenclature system, substituted derivatives are to be described by the IUPAC von Baeyer nomenclature that attributes a unique number (locant) to each carbon atom within a molecule. In this paper, von Baeyer names and corresponding atom numberings were obtained by the computer program POLCYC for members of two classes of diamondoids: [n]catamantanes whose dualists are tight helices, and [n]perimantanes whose dualists are all-trans-perhydroacenes; general numbering schemes were derived for these compound classes. The structures and some regularities in their structural properties are discussed.

AB - [n]Diamondoids are hydrocarbons whose carbon skeleton is a portion of the diamond lattice, and contains n adamantane cells (or units) sharing chair-shaped hexagons of carbon atoms. When centers of these adamantane units are connected by lines, the resulting construction is called the dualist of the diamondoid, and it also is similar to a portion of the diamond lattice. While these hydrocarbons can be distinguished by the Balaban-Schleyer nomenclature system, substituted derivatives are to be described by the IUPAC von Baeyer nomenclature that attributes a unique number (locant) to each carbon atom within a molecule. In this paper, von Baeyer names and corresponding atom numberings were obtained by the computer program POLCYC for members of two classes of diamondoids: [n]catamantanes whose dualists are tight helices, and [n]perimantanes whose dualists are all-trans-perhydroacenes; general numbering schemes were derived for these compound classes. The structures and some regularities in their structural properties are discussed.

KW - Chemistry

KW - Diamond hydrocarbons

KW - IUPAC nomenclature

KW - Perimantanes

KW - Regular helical catamantanes

KW - [n]diamondoids

UR - http://www.scopus.com/inward/record.url?scp=84893169652&partnerID=8YFLogxK

UR - https://www.mendeley.com/catalogue/3dbce8b0-9e9a-34a9-a401-503dc7564868/

U2 - 10.3998/ark.5550190.p008.352

DO - 10.3998/ark.5550190.p008.352

M3 - Journal articles

VL - 2014

SP - 346

EP - 361

JO - Arkivoc

JF - Arkivoc

SN - 1551-7004

IS - 2

M1 - CV-8352NP

ER -