Abstract
A combination of metal-catalyzed cross-coupling and metal-templated cycloaddition reactions have been utilized to establish multiporphyrin compounds 5-(5′-[15′,15″-bis(10″,20″-di[4- (3-methoxy-3-methylbutoxy)phenyl]porphinato)zinc(II)]ethyne)-6- [(5‴-10‴,20‴-di[4-(3-methoxy-3-methylbutoxy) phenyl]porphinato)zinc(II)]indane (1) and 5,6-bis(5′-15′,15″-bis[(10′,20′-di[4- (3-methoxy-3-methylbutoxy)phenyl]porphinato)zinc(II)]ethyne)indane (2). Compounds 1 and 2 feature a covalently bridged cofacial bis(porphinato) metal core; ethyne bridging moieties conjugate directly one and two respective peripheral (porphinato)zinc(II) substituents to the macrocyclic framework of their corresponding face-to-face porphyrin units. Optical spectroscopy and electrochemical studies demonstrate substantive electronic interactions between the porphyrin subunits of these compounds. Notably, structural and 1H NMR analyses verify that 1 and 2 possess open conformations necessary for binding small molecules within their respective cofacial (porphinato)metal cores.
| Original language | English |
|---|---|
| Pages (from-to) | 331-341 |
| Number of pages | 11 |
| Journal | Inorganic Chemistry |
| Volume | 41 |
| Issue number | 2 |
| DOIs | |
| State | Published - Jan 28 2002 |
| Externally published | Yes |
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All Science Journal Classification (ASJC) codes
- Inorganic Chemistry
Cite this
Strongly coupled porphyrin arrays featuring both π-cofacial and linear-π-conjugative interactions. / Fletcher, James T.; Therien, Michael J.
In: Inorganic Chemistry, Vol. 41, No. 2, 28.01.2002, p. 331-341.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Strongly coupled porphyrin arrays featuring both π-cofacial and linear-π-conjugative interactions
AU - Fletcher, James T.
AU - Therien, Michael J.
PY - 2002/1/28
Y1 - 2002/1/28
N2 - A combination of metal-catalyzed cross-coupling and metal-templated cycloaddition reactions have been utilized to establish multiporphyrin compounds 5-(5′-[15′,15″-bis(10″,20″-di[4- (3-methoxy-3-methylbutoxy)phenyl]porphinato)zinc(II)]ethyne)-6- [(5‴-10‴,20‴-di[4-(3-methoxy-3-methylbutoxy) phenyl]porphinato)zinc(II)]indane (1) and 5,6-bis(5′-15′,15″-bis[(10′,20′-di[4- (3-methoxy-3-methylbutoxy)phenyl]porphinato)zinc(II)]ethyne)indane (2). Compounds 1 and 2 feature a covalently bridged cofacial bis(porphinato) metal core; ethyne bridging moieties conjugate directly one and two respective peripheral (porphinato)zinc(II) substituents to the macrocyclic framework of their corresponding face-to-face porphyrin units. Optical spectroscopy and electrochemical studies demonstrate substantive electronic interactions between the porphyrin subunits of these compounds. Notably, structural and 1H NMR analyses verify that 1 and 2 possess open conformations necessary for binding small molecules within their respective cofacial (porphinato)metal cores.
AB - A combination of metal-catalyzed cross-coupling and metal-templated cycloaddition reactions have been utilized to establish multiporphyrin compounds 5-(5′-[15′,15″-bis(10″,20″-di[4- (3-methoxy-3-methylbutoxy)phenyl]porphinato)zinc(II)]ethyne)-6- [(5‴-10‴,20‴-di[4-(3-methoxy-3-methylbutoxy) phenyl]porphinato)zinc(II)]indane (1) and 5,6-bis(5′-15′,15″-bis[(10′,20′-di[4- (3-methoxy-3-methylbutoxy)phenyl]porphinato)zinc(II)]ethyne)indane (2). Compounds 1 and 2 feature a covalently bridged cofacial bis(porphinato) metal core; ethyne bridging moieties conjugate directly one and two respective peripheral (porphinato)zinc(II) substituents to the macrocyclic framework of their corresponding face-to-face porphyrin units. Optical spectroscopy and electrochemical studies demonstrate substantive electronic interactions between the porphyrin subunits of these compounds. Notably, structural and 1H NMR analyses verify that 1 and 2 possess open conformations necessary for binding small molecules within their respective cofacial (porphinato)metal cores.
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U2 - 10.1021/ic010871p
DO - 10.1021/ic010871p
M3 - Article
VL - 41
SP - 331
EP - 341
JO - Inorganic Chemistry
JF - Inorganic Chemistry
SN - 0020-1669
IS - 2
ER -