Structural Modification and Photochromic Study of Naphthopyran Compounds
The substituted naphthopyran compounds were prepared via cyclization of substituted 2-naphthnol with 1,1-diaryprop-2-yn-1-ol. The structure-function relationship of the closed and open form of NP-Y was studied by the AM1 method in the Hyperchem package. In the closed form, the backbone of the naphthopyran kept its planarity and two benzene rings were repelled to the two sides by each other. In pyran ring, the bond length of O(1)-C(3) as 1.455 A was longer than that of O(1)-C(naphtho) as 1.378 A, which indicated that O(1)-C(3) was considered as a single bond rather than a double bond. The angle of O(1)-C(1)-C(2) was as small as 113.02刟 and indicated a strong tension which might be beneficial to the photochromism. In the open form, the all-trans quinone form was proposed as the start configuration for geometric optimism. The merocyanine part could not keep good planarity with naphtho ring, which was due to the repelling force from the hydrogen in naphtho ring. A weak conjugation was observed throughout the backbone in the open form of the molecule by simulation of the wave function (HOMO).
Meng Qinghua Huang Deyin Wang Zhen Fu Dingliang
School of Chem. & Chem. Eng., Shanghai Jiao Tong University,Shanghai 200240, P.R. China School of Chem. & Chem. Eng., Shanghai Jiao Tong University, Shanghai 200240, P.R. China
国际会议
The 31st International Congress on Imaging Science(第31届国际影像科学大会 ICIS2010)
北京
英文
235-237
2010-05-12（万方平台首次上网日期，不代表论文的发表时间）