New Synthetic Strategy for Diporphyrins: Pinacol Coupling-Rearrangement

A new peak for porphyrins! A new approach to methylene‐bridged diporphyrins has been explored, which consists of SmI2‐mediated pinacol coupling followed by BF3‐assisted pinacol‐to‐pinacolone rearrangement (see scheme). Diporphyrin 1 can further undergo multiple, dehydrative CC bond formation to yie...

Full description

Saved in:
Bibliographic Details
Published inChemistry : a European journal Vol. 17; no. 26; pp. 7154 - 7157
Main Authors Tokuji, Sumito, Maeda, Chihiro, Yorimitsu, Hideki, Osuka, Atsuhiro
Format Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag 20.06.2011
WILEY‐VCH Verlag
Wiley
Wiley Subscription Services, Inc
Subjects
Acetylation
Bonding
Catalysis
Chemistry
Chemistry, Multidisciplinary
Dehydration
Dimers
Gables
Joining
Models, Molecular
Molecular Structure
nickel
Nickel - chemistry
Physical Sciences
pinacol coupling-rearrangement
porphyrin
Porphyrins
Porphyrins - chemical synthesis
Porphyrins - chemistry
samarium
Samarium - chemistry
Science & Technology
Strategy
nickel
samarium
porphyrin
CONVERSION
OPTICAL-PROPERTIES
PORPHYRIN DIMERS
ANTENNA
ARRAYS
BASE
acetylation
MODELS
SYSTEMS
ABSORPTION
pinacol coupling-rearrangement
BINDING
Online AccessGet full text

Cover

More Information
Summary:A new peak for porphyrins! A new approach to methylene‐bridged diporphyrins has been explored, which consists of SmI2‐mediated pinacol coupling followed by BF3‐assisted pinacol‐to‐pinacolone rearrangement (see scheme). Diporphyrin 1 can further undergo multiple, dehydrative CC bond formation to yield tetrahydropentalene‐fused porphyrin dimer 2 with a rigid gable structure.
Bibliography:MEXT
Grants-in-Aid - No. 22245006; No. 20108006; No. 22106523
Fellowship for Young Scientists
ArticleID:CHEM201100872
istex:9645822C08101F7FAF4A451D3E10C18967AFC895
Integrated Organic Synthesis
JSPS
ark:/67375/WNG-C9LX0ST2-D
KAKEN
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201100872