g/,ic79q g/,ir =d r c79q -m & + #( * ( c79q f $% 1j 48a 1j n48g;en1j !'" 1j l48a *1j...

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Page 1: G/,IC79Q G/,IR =D R C79Q -M & + #( * ( C79Q F $% 1J 48A 1J N48G;En1J !'" 1J L48A *1J L48A *1J $% P; !'" P; < 48 O8D G/,I(CT):D G/,I:D CT2> K5 G/,IC79Q N@ 3 G; 6 0B
Page 2: G/,IC79Q G/,IR =D R C79Q -M & + #( * ( C79Q F $% 1J 48A 1J N48G;En1J !'" 1J L48A *1J L48A *1J $% P; !'" P; < 48 O8D G/,I(CT):D G/,I:D CT2> K5 G/,IC79Q N@ 3 G; 6 0B

-

Page 3: G/,IC79Q G/,IR =D R C79Q -M & + #( * ( C79Q F $% 1J 48A 1J N48G;En1J !'" 1J L48A *1J L48A *1J $% P; !'" P; < 48 O8D G/,I(CT):D G/,I:D CT2> K5 G/,IC79Q N@ 3 G; 6 0B
Page 4: G/,IC79Q G/,IR =D R C79Q -M & + #( * ( C79Q F $% 1J 48A 1J N48G;En1J !'" 1J L48A *1J L48A *1J $% P; !'" P; < 48 O8D G/,I(CT):D G/,I:D CT2> K5 G/,IC79Q N@ 3 G; 6 0B
Page 5: G/,IC79Q G/,IR =D R C79Q -M & + #( * ( C79Q F $% 1J 48A 1J N48G;En1J !'" 1J L48A *1J L48A *1J $% P; !'" P; < 48 O8D G/,I(CT):D G/,I:D CT2> K5 G/,IC79Q N@ 3 G; 6 0B
Page 6: G/,IC79Q G/,IR =D R C79Q -M & + #( * ( C79Q F $% 1J 48A 1J N48G;En1J !'" 1J L48A *1J L48A *1J $% P; !'" P; < 48 O8D G/,I(CT):D G/,I:D CT2> K5 G/,IC79Q N@ 3 G; 6 0B
Page 7: G/,IC79Q G/,IR =D R C79Q -M & + #( * ( C79Q F $% 1J 48A 1J N48G;En1J !'" 1J L48A *1J L48A *1J $% P; !'" P; < 48 O8D G/,I(CT):D G/,I:D CT2> K5 G/,IC79Q N@ 3 G; 6 0B

12

(12 )

Page 8: G/,IC79Q G/,IR =D R C79Q -M & + #( * ( C79Q F $% 1J 48A 1J N48G;En1J !'" 1J L48A *1J L48A *1J $% P; !'" P; < 48 O8D G/,I(CT):D G/,I:D CT2> K5 G/,IC79Q N@ 3 G; 6 0B
Page 9: G/,IC79Q G/,IR =D R C79Q -M & + #( * ( C79Q F $% 1J 48A 1J N48G;En1J !'" 1J L48A *1J L48A *1J $% P; !'" P; < 48 O8D G/,I(CT):D G/,I:D CT2> K5 G/,IC79Q N@ 3 G; 6 0B

-

Page 10: G/,IC79Q G/,IR =D R C79Q -M & + #( * ( C79Q F $% 1J 48A 1J N48G;En1J !'" 1J L48A *1J L48A *1J $% P; !'" P; < 48 O8D G/,I(CT):D G/,I:D CT2> K5 G/,IC79Q N@ 3 G; 6 0B

15%

10 0kJ/mol

XH••• CH•••nCH•••

Page 11: G/,IC79Q G/,IR =D R C79Q -M & + #( * ( C79Q F $% 1J 48A 1J N48G;En1J !'" 1J L48A *1J L48A *1J $% P; !'" P; < 48 O8D G/,I(CT):D G/,I:D CT2> K5 G/,IC79Q N@ 3 G; 6 0B

C-H

( 1kJ/mol)

Page 12: G/,IC79Q G/,IR =D R C79Q -M & + #( * ( C79Q F $% 1J 48A 1J N48G;En1J !'" 1J L48A *1J L48A *1J $% P; !'" P; < 48 O8D G/,I(CT):D G/,I:D CT2> K5 G/,IC79Q N@ 3 G; 6 0B
Page 13: G/,IC79Q G/,IR =D R C79Q -M & + #( * ( C79Q F $% 1J 48A 1J N48G;En1J !'" 1J L48A *1J L48A *1J $% P; !'" P; < 48 O8D G/,I(CT):D G/,I:D CT2> K5 G/,IC79Q N@ 3 G; 6 0B

n

* *

(CT)

CT

Page 14: G/,IC79Q G/,IR =D R C79Q -M & + #( * ( C79Q F $% 1J 48A 1J N48G;En1J !'" 1J L48A *1J L48A *1J $% P; !'" P; < 48 O8D G/,I(CT):D G/,I:D CT2> K5 G/,IC79Q N@ 3 G; 6 0B

H-

) ace-to-

face

ring-over-

ring):(ring-over-bond)

Page 15: G/,IC79Q G/,IR =D R C79Q -M & + #( * ( C79Q F $% 1J 48A 1J N48G;En1J !'" 1J L48A *1J L48A *1J $% P; !'" P; < 48 O8D G/,I(CT):D G/,I:D CT2> K5 G/,IC79Q N@ 3 G; 6 0B

-( )

Page 16: G/,IC79Q G/,IR =D R C79Q -M & + #( * ( C79Q F $% 1J 48A 1J N48G;En1J !'" 1J L48A *1J L48A *1J $% P; !'" P; < 48 O8D G/,I(CT):D G/,I:D CT2> K5 G/,IC79Q N@ 3 G; 6 0B

K = zV0/V

K

Page 17: G/,IC79Q G/,IR =D R C79Q -M & + #( * ( C79Q F $% 1J 48A 1J N48G;En1J !'" 1J L48A *1J L48A *1J $% P; !'" P; < 48 O8D G/,I(CT):D G/,I:D CT2> K5 G/,IC79Q N@ 3 G; 6 0B

(a) -

(b),c) -

a), b)

Page 18: G/,IC79Q G/,IR =D R C79Q -M & + #( * ( C79Q F $% 1J 48A 1J N48G;En1J !'" 1J L48A *1J L48A *1J $% P; !'" P; < 48 O8D G/,I(CT):D G/,I:D CT2> K5 G/,IC79Q N@ 3 G; 6 0B

r-6 r-3

- -

Page 19: G/,IC79Q G/,IR =D R C79Q -M & + #( * ( C79Q F $% 1J 48A 1J N48G;En1J !'" 1J L48A *1J L48A *1J $% P; !'" P; < 48 O8D G/,I(CT):D G/,I:D CT2> K5 G/,IC79Q N@ 3 G; 6 0B

-

-

1,4-

-

Page 20: G/,IC79Q G/,IR =D R C79Q -M & + #( * ( C79Q F $% 1J 48A 1J N48G;En1J !'" 1J L48A *1J L48A *1J $% P; !'" P; < 48 O8D G/,I(CT):D G/,I:D CT2> K5 G/,IC79Q N@ 3 G; 6 0B

-

CH3CN> H3N> (CH3)3N

sp2 sp3