Contents of this section
PhII-4.1. Phane parent hydrides with characteristic group suffixes.
In accordance with the fixed numbering of a phane parent hydride or phane parent hydrides modified by skeletal replacement ('a') nomenclature, characteristic groups cited as suffixes receive lowest possible locants (see PhII-1.1).
Examples:
1(2,7)-naphthalena-5(1,4)-benzenacyclooctaphane-52-carboxylic acid
1,3,5(1,3)tribenzena-7(1,3)-cyclohexanacyclooctaphan-72-one
1,3,5,7(1,3)-tetrabenzenacyclooctaphane-12,32,52,72-tetrol
tetraethyl 2,6,10,14-tetraaza-4,12(1,3),8(1,3,2,4)-tribenzenaspiro[7.7]pentadecaphane-44,46,124,126-tetracarboxylate
1(3)-pyridina-3,5(1,3),7(1)-tribenzenaheptaphane-15,73-diol
2,4-dioxa-6-thia-1,7(1),3,5(1,3)-tetrabenzenaheptaphane-13,73-dicarboxylic acid
2,4-dioxa-6-thia-1,7(1),3,5(1,3)-tetrabenzenaheptaphane-13,52,73-tricarboxylic acid
1(2,7)-naphthalena-5(1,4)-benzenacyclononaphane-15(18H)-one
(added hydrogen method)
or
15,18-dihydro-1(2,7)-naphthalena-5(1,4)-benzenacyclononaphan-15-one
(nondetachable 'hydro-' prefix method)
PhII-4.2. Radicals and ions derived from phane parent hydrides.
Radicals are named in the same way as substituent groups (see PhII-3). Ions may be named by use of ionic suffixes or by using ionic replacement ('a') prefixes; ionic suffixes, such as '-ylium', are preferred over the use of skeletal replacement ('a') prefixes (ref. 4a).
Example:
11λ5,31λ5,51λ5,71λ5-1(1,3),3,5,7(3,1)-tetrapyridinacyclooctaphane-11,31,51,71-tetrakis(ylium)
(preferred)
or
11,33,53,73-tetraazonia-1,3,5,7(1,3)-tetrabenzenacyclooctaphane
(numbering for this skeletal replacement name is based on the phane parent hydrocarbon)
PhII-4.3. Substituents of phane parent hydrides cited as prefixes
Atoms and/or groups cited as detachable alphabetized prefixes are assigned positions according to the fixed numbering of phane parent hydride or phane parent hydrides modified by skeletal replacement ('a') nomenclature (ref. 3j).
Examples:
3-bromo-1(1,3)-benzena-4(1,3)-cyclohexanacyclononaphane
13,73-dimethyl-2,4-dioxa-6-thia-1,7(1),3,5(1,3)-tetrabenzenaheptaphane
When, after application of PhII-4.3.1, a choice for low locants is necessary, the following criteria are considered in order until a decision can be made.
a. Low locants are assigned to the prefixes considered together as a set in ascending numerical order.
Example:
5-chloro-2-methyl-1,7(1,3)-dibenzenacyclododecaphane
b. Low locants are allocated in the order of citation in the name.
Example:
2-bromo-6-nitro-1,7(1,3)-dibenzenacyclododecaphane
3. International Union of Pure and Applied Chemistry. Organic Chemistry Division. Commission on Nomenclature of Organic Chemistry. A Guide to IUPAC Nomenclature of Organic Compounds, Recommendations 1993, R. Panico, W. H. Powell and J.-C. Richer, eds. Blackwell Scientific Publications, Oxford, 1993. (j) R-0.1.8.3, pp. 10-12. (See also http://www.acdlabs.com/iupac/nomenclature/).
4. International Union of Pure and Applied Chemistry. Organic Chemistry Division. Commission on Nomenclature of Organic Chemistry. "Revised Nomenclature for Radicals, Ions, Radical Ions and Related Species (IUPAC Recommendations 1993)" Pure Appl. Chem. 65, 1357-1455 (1993). (a) RC-82.4, pp. 1411-1413. (See also IUPAC chemical nomenclature database https://iupac.qmul.ac.uk/ions/).
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