EXCITON COUPLING FROM DIPYRRINONE CHROMOPHORES

被引：29

作者：

BYUN, YS ^{[1
]}

LIGHTNER, DA ^{[1
]}

机构：

[1] UNIV NEVADA,DEPT CHEM,RENO,NV 89557

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1991年 / 56卷 / 21期

关键词：

D O I：

10.1021/jo00021a013

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2,3,7,8-Tetramethyl-(10H)-dipyrrin-1-one-9-carboxylic acid and p-(dimethylamino)benzoic acid are reacted separately with (1R,2R)-cyclohexanediol to form the corresponding diesters (1 and 3, respectively). These diesters exhibit intense bisignate circular dichroism (CD) spectra characteristic of exciton coupling and show a negative exciton chirality: DELTA-epsilon-408max-122.5, DELTA-epsilon-360max+95 (1 in CH2Cl2) and DELTA-epsilon-318max-88.5, DELTA-epsilon-292max+41.5 (3 in CH2Cl2). In (CH3)2SO solvent the Cotton effect signs become inverted for the bis(dipyrrinone ester) but remain unchanged for the bis[p-(dimethylamino)benzoate ester].

引用

页码：6027 / 6033

页数：7

共 30 条

[1] SUBSTITUENT EFFECTS IN NAPHTHALENE .I. SYNTHESES OF 4, 5, 6, 7, AND 8-SUBSTITUTED 2-NAPHTHOIC ACIDS
ADCOCK, W
WELLS, PR
[J]. AUSTRALIAN JOURNAL OF CHEMISTRY, 1965, 18 (09) : 1351 - &
[2] Arndt F., 1943, ORG SYNTH, VII, P461
[3] BILE PIGMENT STRUCTURES .2. CRYSTAL-STRUCTURE OF MESOBILIRUBIN-IX-ALPHA-BIS(CHLOROFORM)
BECKER, W
SHELDRICK, WS
[J]. ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 1978, 34 (APR): : 1298 - 1304
[4] BLAUER G, 1983, ISR J CHEM, V23, P201
[5] CONFORMATION OF BILIRUBIN AND BILIVERDIN IN THEIR COMPLEXES WITH SERUM-ALBUMIN
BLAUER, G
WAGNIERE, G
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (07) : 1949 - 1954
[6] STRUCTURE OF BILIRUBIN
BONNETT, R
DAVIES, JE
HURSTHOUSE, MB
SHELDRICK, GM
[J]. PROCEEDINGS OF THE ROYAL SOCIETY SERIES B-BIOLOGICAL SCIENCES, 1978, 202 (1147): : 249 - 268
[7] MILD PREPARATION OF PYRROLE-2-CARBOXALDEHYDES
DEGROOT, JA
GORTERLAROY, GM
VANKOEVERINGE, JA
LUGTENBURG, J
[J]. ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 1981, 13 (02) : 97 - 101
[8] CHEMISTRY OF PYRROLE PIGMENTS .18. PYRROMETHENONES-PARTIAL STRUCTURES OF BILE-PIGMENTS - STRUCTURES AND PROPERTIES IN SOLUTION
FALK, H
GRUBMAYR, K
HOLLBACHER, G
HOFER, O
LEODOLTER, A
NEUFINGERL, F
RIBO, JM
[J]. MONATSHEFTE FUR CHEMIE, 1977, 108 (05): : 1113 - 1130
[9] Falk H., 1989, CHEM LINEAR OLIGOPYR
[10] FISCHER H, 1934, CHEM PYRROLS, V1, P43

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