PDF《Supporting information》

72 %).δ

1 H NMR (CDCl3*,

500 MHz,

25 °C) 10.23 (d,

3 J =

10 Hz,

2 H), 8.48 (d,

3 J = 8.0 Hz,

2 H), 8.16 (t,

3 J = 8.0 Hz,

1 H), 7.84 (d,

3 J =

10 Hz,

2 H), 7.25-7.35 (m,

10 H), 5.04 (s,

4 H). δ

13 C NMR (CDCl3*,

125 MHz,

25 °C) 160.4, 147.8, 139.7, 137.5, 133.8, 128.5, 128.0, 127.5, 127.2, 76.1. EI+ -HRMS: calc. for C23H21N5O4: 431.1594;

found: 431.1603 [M]+ , 324.1182 [M-BnO]+ , 218.0715 [M-2BnO+H]+ , 148.0552 [M-2BnO- CONHCHN]+ . Mp 162-163 °C. EA: C23H21N5O4, calc.: % C 64.03, % H 4.91, % N 16.23;

found: % C 64.16, % H 4.88, % N 16.25. N O O N N N N N O N H H N O Ph O N H H N O Ph ZZ-open '

Z-Formamidoximes in molecular folding and macrocycles'

Weiwen Zhao, Ruiyao Wang, Anne Petitjean* S3 A.2. Retrosynthesis of ZZ-M and Tri(ZZ-M) N O N H H N O O N H H N O N N O N H H N O O N H H N O N N O N H H N O O N H H NO N N N O N H H N O O N H H N O Tri(ZZ-M) N O N H N O N H N H2N O NH2 O N ZZ-M Py(CH2ONH2)2 N O N O N Py(CH2ONPht)2 O O O O Br Br N Py(CH2Br)2 Acid 1Me2 Py(CH2ONPht)2: Sodium hydride suspension in mineral oil (60%, 1.24 g,

31 mmol, 2.8 eq) was washed with hexanes under argon, and suspended in dry DMF under argon. N-hydroxyphtha- limide (4.24 g,

26 mmol, 2.4 eq) was then added portionwise as a solid, as the mixture was stirred in an ice/water bath. 2,6-Dibromomethylpyridine (3.0 g,

11 mmol, 1.0 eq) was then added at once and the mixture was stirred at

60 ?C for

21 hours under argon. Water was then added at room temperature, the precipitate filtered and washed with copious amounts of water. The solid was then dissolved in dichloromethane and washed with water The organic layer was isolated, dried on sodium sulphate and co........