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Photo‐CIDNP in the Vacuum‐UV: Di‐ tert ‐butyl Ether and 2,2,5,5‐Tetramethyltetrahydrofuran in Aqueous Solution
Author(s) -
Hildenbrand Knut,
Schuchmann HeinzPeter,
von Sonntag Clemens
Publication year - 1987
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198704461
Subject(s) - cidnp , aqueous solution , homolysis , photochemistry , chemistry , ether , photoionization , bond cleavage , irradiation , radical , ionization , organic chemistry , ion , physics , nuclear physics , catalysis
Homolytic bond cleavages and photoionization occur upon irradiation of the title compounds in O 2 ‐free D 2 O. In order to monitor the photochemical reactions spectroscopically, photo‐CIDNP experiments with laser excitation were carried out (ArF‐excimer laser, λ = 193 nm). In the case of t Bu 2 O the products CH 3 D and C 2 H 6 could be detected. This finding enables formulation of a reaction sequence, which starts with formation of the radical cation t Bu 2 O ⊙ ⊕ . Non‐aqueous solutions of the title compounds and aqueous solutions of primary, secondary and monotertiary ethers showed no polarized NMR signals upon illumination.