68
1 Parent Structures
To close this section, attention is drawn to another of the inconsistencies
repeatedly found in the indexes of Chern. Abstr. Until 1981 the following
frequently cited phosphafluorene system is designated as 5H-dibenzophosphole; but starting in 1982 and in compliance with the (semi)trivial name phosphindole, prescribed by Table 2, the same compound is officially designated as 5H-benzo [b ]phosphindole, although the former name
still sporadically reappears.
~
Vp~
H
1.3
Phane Nomenclature
1.3.1
Cyclophanes
Until 1981: 5H-Dibenzophosphole
(prefered by IUPAC)
Since 1982: 5H-Benzo[b]phosphindole
Complex polycyclic compounds where cyclic and catenic subunits are
chained together in regular or irregular succession to form a new superring system are generally called cyclophanes. In principle, all these supercycles can be named with the existing rules as bridged polycyclic systems
as consistently praticed by Chern. Abstr. For simple cases the fundamental
von Baeyer rules (see p. 29) are sufficient, elsewhere fusion nomenclature
(see p. 14) finds application wherever possible; additional connecting
units are then treated as additional bridges.
Even for very closely related compounds such procedures frequently
lead to utterly different names and - most detrimentally - in many cases
to the total disappearance of distinctive cyclic (mostly [het]arenic) subentities. Many efforts have therefore been made to develop a homogeneous
nomenclature system for cyclophanes of most divergent appearances.
However, none of them, is fully convincing. On the basis of these earlier
endeavors the IUPAC Commission on the Nomenclature of Organic
Chemistry (CNOC) has finally succeeded in presenting a very simple and
easily communicable method for naming cyclophanes of all types. Its
salient features will be outlined here.
The new system consists essentially in an ingenious adaption of replacement nomenclature, in that the cyclic subunits of a cyclophane are
each understood as individual superatoms and as such considered equivalent to and sequentially numbered like all other ring atoms. In the final
total name, these superatoms are accounted for by arena, cydoalkana, etc.
1 Parent Structures
To close this section, attention is drawn to another of the inconsistencies
repeatedly found in the indexes of Chern. Abstr. Until 1981 the following
frequently cited phosphafluorene system is designated as 5H-dibenzophosphole; but starting in 1982 and in compliance with the (semi)trivial name phosphindole, prescribed by Table 2, the same compound is officially designated as 5H-benzo [b ]phosphindole, although the former name
still sporadically reappears.
~
Vp~
H
1.3
Phane Nomenclature
1.3.1
Cyclophanes
Until 1981: 5H-Dibenzophosphole
(prefered by IUPAC)
Since 1982: 5H-Benzo[b]phosphindole
Complex polycyclic compounds where cyclic and catenic subunits are
chained together in regular or irregular succession to form a new superring system are generally called cyclophanes. In principle, all these supercycles can be named with the existing rules as bridged polycyclic systems
as consistently praticed by Chern. Abstr. For simple cases the fundamental
von Baeyer rules (see p. 29) are sufficient, elsewhere fusion nomenclature
(see p. 14) finds application wherever possible; additional connecting
units are then treated as additional bridges.
Even for very closely related compounds such procedures frequently
lead to utterly different names and - most detrimentally - in many cases
to the total disappearance of distinctive cyclic (mostly [het]arenic) subentities. Many efforts have therefore been made to develop a homogeneous
nomenclature system for cyclophanes of most divergent appearances.
However, none of them, is fully convincing. On the basis of these earlier
endeavors the IUPAC Commission on the Nomenclature of Organic
Chemistry (CNOC) has finally succeeded in presenting a very simple and
easily communicable method for naming cyclophanes of all types. Its
salient features will be outlined here.
The new system consists essentially in an ingenious adaption of replacement nomenclature, in that the cyclic subunits of a cyclophane are
each understood as individual superatoms and as such considered equivalent to and sequentially numbered like all other ring atoms. In the final
total name, these superatoms are accounted for by arena, cydoalkana, etc.