PhI-5. Guide to Construction of Phane Parent Hydride Names
References
Construction of phane parent hydride names must follow the strict sequence of operations given below.
1. Sort the heterocyclic amplificants into two types: (a) those that can be be named as heterocycles (following points 2-7) without the use of skeletal replacement ("a") nomenclature; and (b) those that are named using skeletal replacement ("a") nomenclature. The latter must be named as hydrocarbons (following points 2-7) and modified at point 8 by replacement ("a") nomenclature.
2. Simplify the phane parent hydride to arrive at the simplified phane skeleton.
3. Number the simplified phane skeleton giving priority to superatoms for lowest locants.
4. Name and number the amplificants, respecting point 1, above, and the principle of lowest locants.
5. Name the phane parent hydride provided that no choices have to be made regarding the numbering of the simplified phane skeleton or amplificants.
6. Choose the numbering for symmetrical simplified phane skeletons according to the following criteria applied in sequence until no further choice is necessary:
a. seniority order of amplificants;b. amplificants with lowest locants;
c. lowest amplificant locants compared in order of the increasing value of their respective superatom locants.
7. Number the phane parent hydride as a whole.
8. Apply the principles of skeletal replacement ("a") phane nomenclature to generate a heterocyclic phane parent hydride.
(1) 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 Jean-Claude Richer (Senior Editor), Blackwell Scientific Publications, Oxford, 1993, 190 pp. (a) R-1.2.2.1, p. 23; R-2.3.3.2, p. 43; R-5.5.4.3, p. 95. (b) R-0.2.4.2, p. 17. (c) R-2.4.2.1, especially footnote 29, p. 49. (d) R-2.4.3, p. 51. (e) R-2.4.2, pp. 49-51. (f) R-2.4.3.1, pp. 51-2. (g) R-2.4.3.2, p. 52. (h) R-0.1.8, p. 10. (i) R-2.3.1.2, p. 39; R-2.3.3 (in part), pp. 40-4; R-2.4.1, pp. 44-9. (j) R-2.4.1.2, p. 46. (k) R-2.3.1.1, p. 39; R-2.3.3 (in part), pp. 40-4. (m) R-9.3, p.182. (n) R-2.3.3.2, p. 43. (o) R-2.4.2, pp. 49-51.
(2) International Union of Pure and Applied Chemistry. Organic Chemistry Division. Commission on Nomenclature of Organic Chemistry, Nomenclature of Organic Chemistry, Sections A, B, C, D, E, F, and H, 1979 Edition, J. Rigaudy and S. P. Klesney eds., Pergamon Press, Oxford 1979, 559 pp. (a) B-4, pp. 68-70; C-0.6, pp. 123-7; D-1.6, pp. 334-6; D-5.17, p. 388; D-6.71, pp. 419-20. (b) A-2.6, p. 10, footnote; C-13.11(e), p. 99, footnote; D-4.14, p. 374, footnote. (c) A-31.1, p. 31, especially its footnote. (d) Spiro hydrocarbons, p. 37, especially its footnote. (e) A-31.1 and A-31.2, p. 31; A-32, pp. 32-4. (f) A-41.1 and A-41.2, p. 38. (g) A-41.6, p. 39. (h) C-16.11, p. 108. (i) A-11.3, pp. 16-17 (benzene); A-21 and A-22, pp. 20-7; B-2 (in part) and B-3, pp. 55-68. (j) A-34, pp. 35-7; B-15 (in part), pp. 75-6. (k) A-11.1, p. 16; B-2.12 (in part), pp. 62-3; D-4.21, p. 375; D-4.51 (in part), pp. 378-9. (m) Appendix, Table I, pp. 459-60. (n) B-14 (in part), p. 75. (o) B-10.1, p. 72.
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(15) International Union of Pure and Applied Chemistry. Division of Organic Chemistry. Commission on Nomenclature of Organic Chemistry, "Extension and Revision of the von Baeyer system for Naming Polycyclic Compounds (Including Bicyclic Compounds)", in preparation.
(16) International Union of Pure and Applied Chemistry. Division of Organic Chemistry. Commission on Nomenclature of Organic Chemistry, "Extension and Revision of the Nomenclature for Spiro Compounds", in preparation.
(17) International Union of Pure and Applied Chemistry. Division of Organic Chemistry. Commission on Nomenclature of Organic Chemistry. Commission on Physical Organic Chemistry, "Glossary of Class Names of Organic Compounds and Reactive Intermediates Based on Structure (Recommendations 1995)", Pure Appl. Chem. 1995, 67, 1307-75.
(18) International Union of Pure and Applied Chemistry. Division of Organic Chemistry. Commission on Nomenclature of Organic Chemistry, "Nomenclature of Fused and Bridged Fused Ring Systems (Recommendations 1998)", Pure Appl. Chem. 1998, 70, 143-216.
(19) International Union of Pure and Applied Chemistry. Organic Chemistry Division. Commission on Nomenclature of Organic Chemistry, "Revision of the Extended Hantzsch-Widman System of Nomenclature for Heteromonocycles (Recommendations 1982)", Pure Appl. Chem. 1983, 55, 409-16. (a) Table 1, p. 413.