Sparsely substituted chlorins as core constructs in chlorophyll analogue chemistry. Part 2: Derivatization

被引：49

作者：

Taniguchi, Masahiko ^{[1
]}

Ptaszek, Marcin ^{[1
]}

McDowell, Brian E. ^{[1
]}

Lindsey, Jonathan S. ^{[1
]}

机构：

[1] N Carolina State Univ, Dept Chem, Raleigh, NC 27695 USA

来源：

TETRAHEDRON | 2007年 / 63卷 / 18期

关键词：

chlorin; deuteration; bromination; metalation;

D O I：

10.1016/j.tet.2007.02.076

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Stable chlorins bearing few or no substituents have been subjected to a variety of reactions including demetalation, magnesium insertion, oxochlorin formation, and bromination followed by Suzuki coupling. The kinetics of deuteration also have been determined for two oxochlorins and a series of chlorins bearing 0, 1, 2, or 3 meso-aryl substituents. (C) 2007 Elsevier Ltd. All rights reserved.

引用

页码：3840 / 3849

页数：10

共 22 条

[1] Rational synthesis of β-substituted chlorin building blocks
Balasubramanian, T
Strachan, JP
Boyle, PD
Lindsey, JS
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (23) : 7919 - 7929
[2] MESO-REACTIVITY OF PORPHYRINS AND RELATED COMPOUNDS .3. DEUTERIATION
BONNETT, R
GALE, IAD
STEPHENSON, GF
[J]. JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1967, (13): : 1168 - +
[3] Buchler J.W., 1975, PORPHYRINS METALLOPO, P157
[4] THE SPECTRA OF ALPHA,BETA,GAMMA,SIGMA-TETRAPHENYLCHLORIN AND ITS METALLO-DERIVATIVES
DOROUGH, GD
HUENNEKENS, FM
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1952, 74 (16) : 3974 - 3976
[5] EGOROVA GD, 1967, J GEN CHEM USSR, V37, P333
[6] CHLOROPHYLL AND RELATED SUBSTANCES .1. THE SYNTHESIS OF CHLORIN
EISNER, U
LINSTEAD, RP
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1955, : 3742 - 3749
[7] SOME NOVEL HYDROPORPHYRINS
EISNER, U
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1957, (AUG): : 3461 - 3469
[8] FAJER J, 1979, PORPHYRINS, V4, P197
[9] Synthetic chlorins bearing auxochromes at the 3- and 13-positions
Laha, Joydev K.
Muthiah, Chinnasamy
Taniguchi, Masahiko
McDowell, Brian E.
Ptaszek, Marcin
Lindsey, Jonathan S.
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (11) : 4092 - 4102
[10] A SIMPLE METHOD FOR PREPARING MAGNESIUM PORPHYRINS
LINDSEY, JS
WOODFORD, JN
[J]. INORGANIC CHEMISTRY, 1995, 34 (05) : 1063 - 1069

← 1 2 3 →