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A Novel Approach to 1,2,4‐Thiadiphospholes and Functionalized 1,2‐Thiaphospholes
Author(s) -
Dietz Jochen,
Schmidt Thomas,
Renner Jens,
Bergsträßer Uwe,
Tabellion Frank,
Preuss Fritz,
Binger Paul,
Heydt Heinrich,
Regitz Manfred
Publication year - 2002
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/1099-0690(200205)2002:10<1664::aid-ejoc1664>3.0.co;2-s
Subject(s) - chemistry , cycloaddition , combinatorial chemistry , medicinal chemistry , stereochemistry , organic chemistry , catalysis
Phosphaalkynes 1 react regiospecifically in the presence of the thiotantalum(V) compound 2 to afford the 1,2,4‐thiadiphospholes 3 . These compounds can function both as η 1 and as η 5 ligands in complexes with group‐6 metals. [4+2] Cycloaddition reactions only occur with phosphaalkynes or highly reactive acetylenes as reaction partners. These reactions afford on the one hand the functionalized 1,2‐thiaphospholes 17 and, on the other hand, the deltacyclenes 23 and 11 ; the latter undergo noteworthy subsequent reactions. In the course of syntheses of the 1,2‐thiaphospholes 17 , traces of the tetracyclic cage compounds 18 and 19 can also be isolated.