TY - JOUR
T1 - Synthesis and photochromic properties of 2H,9H-indeno[1,2-f]- and 3H,7H-indeno[2,1-i]-naphtho[2,1-b]pyrans
AU - Gabbutt, Christopher D.
AU - Heron, B. Mark
AU - Mars, Craig A.
AU - Partington, Steven M.
PY - 2005/12/1
Y1 - 2005/12/1
N2 - Expedient syntheses of the 3-hydroxy- and 6-hydroxy- derivatives of 11H-benzo[a]-fluoren-11-one, obtained via Suzuki-Miyaura couplings are described. Reactions of these phenols with 1,1-diarylprop-2-yn-1-ols give indeno[2,1-i]- and indeno[1,2-f]-naphtho[2,1-b]pyranones respectively. The photochromic properties of these and the reduced derivatives are reported. A rationale for the pronounced hypsochromic shift in λmax of the photomerocyanine from a 2H,9H-indeno[1,2-f]naphtho[2,1-b]pyran is presented.
AB - Expedient syntheses of the 3-hydroxy- and 6-hydroxy- derivatives of 11H-benzo[a]-fluoren-11-one, obtained via Suzuki-Miyaura couplings are described. Reactions of these phenols with 1,1-diarylprop-2-yn-1-ols give indeno[2,1-i]- and indeno[1,2-f]-naphtho[2,1-b]pyranones respectively. The photochromic properties of these and the reduced derivatives are reported. A rationale for the pronounced hypsochromic shift in λmax of the photomerocyanine from a 2H,9H-indeno[1,2-f]naphtho[2,1-b]pyran is presented.
KW - Indenonaphthopyran
KW - Naphthopyran
KW - Photomerocyanine
KW - Suzuki coupling
UR - http://www.scopus.com/inward/record.url?scp=33644749304&partnerID=8YFLogxK
U2 - 10.1080/15421400590946334
DO - 10.1080/15421400590946334
M3 - Article
AN - SCOPUS:33644749304
VL - 430
SP - 167
EP - 172
JO - Molecular Crystals and Liquid Crystals
JF - Molecular Crystals and Liquid Crystals
SN - 1542-1406
IS - 1
ER -