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Siliciumverbindungen mit starken intramolekularen sterischen Wechselwirkungen, 41. Disilen‐Additionen an die CN‐Mehrfachbindungen von Isochinolin und Dicyclohexylcarbodiimid
Author(s) -
Weidenbruch Manfred,
Lesch Axel,
Peters Karl,
von Schnering Hans Georg
Publication year - 1990
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19901230906
Subject(s) - chemistry , stereochemistry
Silicon Compounds with Strong Intramolecular Steric Interactions, 41. ‐ Disilene Additions to the CN Multiple Bonds of Isoquinoline and Dicyclohexylcarbodiimide Tetra‐ tert ‐butyldisilene ( 4 ), generated photolytically from hexa‐ tert ‐butylcyclotrisilane ( 3 ), reacts with isoquinoline in a [2 + 2] cycloaddition to give the 1,2,3‐azadisiletane derivative 7 , whose structure was determined by X‐ray crystallography. Photolysis of 3 in the presence of dicyclohexycarbodiimide ( 8 ), however, yields the 1,2,4‐azadisiletanimine derivative 10 , presumably formed by rearrangement of an intermediate [2 + 2] addition product of 4 to one of the CN bonds of 8 . The X‐ray structure analysis of 10 reveals that the four ring atoms and the exocyclic nitrogen atom lie exactly in plane. The smallest bond angles inside the ring occur at the Si atoms.