By C. Rüchardt, Steric Effects, L. Birkofer, O. Stuhl, K. A. Muszkat, N. T. Anh
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Extra info for 88 Topics in Current Chemistry: Organic Chemistry Syntheses and Reactivity
B Steric Effects . . . . . . . . . D The MO Analysis of Reactivity in 1,2-Diarylethylene-4a,4b-Dihydrophenanthrene Systems . . . . . . . . Free Valence Method . . . . . . . . Electronic Overlap Population Method . . . . . 113 113 115 116 117 117 117 118 118 121 122 The Ring Opening Processes 129 VII . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . ". . . . . . . . . . . . . . . . . . . . . . . . . .
Activation energy o f photoeyclization, Kcal/mole. Ee = Activation energy o f photochemical ring opening. Eo Temperature (~ denoted in parentheses or as subscript. Ref. = References to literature. = Previously unpublished results. C = Conversion into DHP (%). = Optical Density. D 103 K. A. Muszkat a. b. c. d. e. f. g. h. i. Systems derived from cis-stilbene and its simple derivatives (1-22, Table 1). 2] metacyclophanene (23-26, Table 2). Three-ring heterocyclic systems (27-33, Table 3). Four-ring systems derived from 1-phenyl-2-naphthyl ethylenes (34-40, Table 4).
24e) '2 + 3' B, from 1-(2-naphthyl)-2-(3-phenanthryl)ethylene, MCH, k i 313;c 30% h m a x , I : 545, (e 12,000) 510, 475; II: 389, 360, 335. 6 s, Ref. max, I: 645. 3 ms, Ref. 24d) '2 + 4' A, from 1-(2-naphthyl)-2-(2-benzo(c)phenamhrylethylene, MCH, h i 365, hma x, I: 570, 520, 470. 03 tr +25 to 65 ~ E a 13, z2S o 30 s, Ref. 3, Ref. 24d) '3 + 4' A, from 1-(3-phenanthryl)-2-(2-benzo(e)phenanthryl)ethylene, MCH/IH, h i 313,365, hma x 612, 570, 520. 24d) '3 + 4' B, from 1-(3-phenanthryl)-2-(2-benzo(c)phenanthtyl)ethylene, MCH/IH, h i 313, 365.