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Electronic control in frustrated Lewis pair chemistry: adduct formation of intramolecular FLP systems with -P(C(6)F(5))(2) Lewis base components.
MedLine Citation:
PMID:  23340589     Owner:  NLM     Status:  Publisher    
2-Propenylbis(pentafluorophenyl)phosphane adds Piers' borane [HB(C(6)F(5))(2)] with anti-Markovnikov orientation to yield the intramolecular vicinal frustrated P/B Lewis pair . The FLP adds pyridine, acetonitrile or alkyl isocyanides to form simple boron Lewis acid adducts , all of which were characterized by X-ray diffraction. The FLP reacts with trans-cinnamic aldehyde to give a boron carbonyl adduct that was characterized by an X-ray crystal structure analysis. In contrast, the geminal FLP (C(6)F(5))(2)P-CHEt-B(C(6)F(5))(2) () undergoes 1,2-carbonyl addition reactions with benzaldehyde or trans-cinnamic aldehyde to yield the respective five-membered heterocyclic products (, , both characterized by X-ray diffraction). The FLP undergoes 1,2-P/B addition to p-tolylacetylene and to 2-methylbutenyne, respectively, to yield the corresponding six-membered heterocyclic products and , respectively (both were characterized by X-ray diffraction).
Annika Stute; Gerald Kehr; Constantin G Daniliuc; Roland Fröhlich; Gerhard Erker
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Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2013-1-23
Journal Detail:
Title:  Dalton transactions (Cambridge, England : 2003)     Volume:  -     ISSN:  1477-9234     ISO Abbreviation:  Dalton Trans     Publication Date:  2013 Jan 
Date Detail:
Created Date:  2013-1-23     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  101176026     Medline TA:  Dalton Trans     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
Organisch-Chemisches Institut, Corrensstr. 40, 48149 Münster, Germany.
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