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Light‐Induced [2 + 2] Cycloaddition of 2‐Morpholinoacrylonitrile to 1‐Naphthalenecarbonitrile
Author(s) -
Düpp Dietrich,
Erian Ayman Wahba,
Henkel Gerald
Publication year - 1993
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.19931260132
Subject(s) - chemistry , cycloaddition , stereochemistry , organic chemistry , catalysis
Photoexcited 1‐naphthalenecarbonitrile ( 1 ) adds 2‐morpholinoacrylonitrile ( 2 ) in the [2 + 2] mode both at the C(1) – C(2) and C(7) – C(8) bond unidirectionally and with the formation of only one ( 3 and 4 , respectively) of the two a priori possible stereoisomers in each case. The structure of 3 has been unambiguously confirmed by an X‐ray structural analysis.