Spiropyrans and spirooxazines. 2. Synthesis, structures, and photochromic properties of 6"-cyano-substituted spironaphthooxazines

Photochromic properties of six 5‐O‐n‐alkyl, 6′‐CN substituted spironaphthoxazines

“…ronaphthoxazines were synthesised by reaction of 2methylene-1,3,3-trimethylindoline (Fischer's base) with the corresponding naphthols or amino-naphthols. Detailed synthesis of specific compounds are given in the following literature: compounds 1, 2, and 8 [14]; compounds 3, 4, 5, 6, and 7 [15]; compound 9 [16].…”

Dual responsive poly(N‐isopropylacrylamide) hydrogels having spironaphthoxazines as pendant groups

“…The properties of spironaphthoxazines and their derivatives have been reported in detail previously 34, 35, 38–48. The swelling properties of hydrogels having spironaphthoxazine moieties as pendant groups following treatment with light and heat have not been reported.…”

Synthesis and structure of spirooxazines of the thieno[3,2-b]pyrroline series

“…Analysis of the spatial structures of these molecules shows that the key structural features resemble those of the previously studied spirooxazines. 15- 18 The spiro unit is tetrahedral. The thienopyrroline fragment in compound 3b and, correspondingly, the benzothienopyrroline fragment in molecule 6 are virtually orthogonal to the naphthoxazine fragment: the dihedral angle between the corresponding planes is ~ 89.50°.…”

“…These data fall in the range of values found in the previously studied compounds of this type (24.1 -39.9 o ). 12-16, 18 The deviation of the С sp spiro atom in compounds 3b and 6 from the averaged plane of atoms of the thienopyrroline (benzothienopyrroline) ring is equal to 0.348 Å (0.496 Å). Important characteristics of spirooxazines are the Сsp-N and the Сsp-О bond lengths, which mainly determine the reactivity of compounds under photoirradiation.…”