Strongly coupled porphyrin arrays featuring both π-cofacial and linear-π-conjugative interactions

James T. Fletcher, Michael J. Therien

Research output: Contribution to journalArticle

52 Citations (Scopus)

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 languageEnglish
Pages (from-to)331-341
Number of pages11
JournalInorganic Chemistry
Volume41
Issue number2
DOIs
StatePublished - Jan 28 2002
Externally publishedYes

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Porphyrins
porphyrins
Acetylene
Zinc
zinc
Metals
metals
interactions
Cycloaddition
cross coupling
cycloaddition
Conformations
Nuclear magnetic resonance
nuclear magnetic resonance
Molecules
electronics
spectroscopy
molecules

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 journalArticle

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