FRINK Linked Data Fragments server

Matches in SemOpenAlex for { <https://semopenalex.org/work/W2032854058> ?p ?o ?g. }

• W2032854058 endingPage "5357" @default.
• W2032854058 startingPage "5350" @default.
• W2032854058 abstract "5-Methoxy-8,8,18,18-tetramethyl-2,12-di-p-tolylbacteriochlorin (MeO-BC) undergoes regioselective electrophilic bromination with NBS to give the 15-bromo analogue (MeO-BC-Br15) in 85% yield. By contrast, the bacteriochlorin lacking the 5-methoxy group (8,8,18,18-tetramethyl-2,12-di-p-tolylbacteriochlorin, H-BC) gives a mixture of two monobromo- and two dibromobacteriochlorins. Deuterium exchange of both bacteriochlorins (H-BC and MeO-BC) in acidic media (TFA-d) occurs preferentially at the β-pyrrole positions (3, 13) > unhindered meso-positions (5, 15 for H-BC; 15 for MeO-BC) > hindered meso-positions (10, 20). The 15-bromo-5-methoxybacteriochlorin MeO-BC-Br15 was subjected to three types of Pd-mediated coupling reactions (Suzuki, Sonogashira, Hartwig−Buchwald) to give six bacteriochlorins bearing functional groups at the 15-position (49% to 85% yield). The groups include 4-(tert-butoxycarbonylmethoxy)phenyl, 4-pyridyl, 3,5-diformylphenyl, phenylethynyl, TIPS-ethynyl, and N-benzamido. The presence of the 15-ethynyl moiety shifts the position of the long-wavelength Qy band from 732 nm to ∼753 nm. The ability to introduce a range of groups at a specific site enables synthetic bacteriochlorins to be tailored for a variety of applications." @default.
• W2032854058 created "2016-06-24" @default.
• W2032854058 creator A5055212825 @default.
• W2032854058 creator A5066177154 @default.
• W2032854058 creator A5083917347 @default.
• W2032854058 date "2007-06-13" @default.
• W2032854058 modified "2023-09-26" @default.
• W2032854058 title "Regioselective 15-Bromination and Functionalization of a Stable Synthetic Bacteriochlorin" @default.
• W2032854058 cites W1695930458 @default.
• W2032854058 cites W1767380958 @default.
• W2032854058 cites W1964796322 @default.
• W2032854058 cites W1970300177 @default.
• W2032854058 cites W1971642455 @default.
• W2032854058 cites W1972286744 @default.
• W2032854058 cites W1972693920 @default.
• W2032854058 cites W1975297361 @default.
• W2032854058 cites W1976287602 @default.
• W2032854058 cites W1977866244 @default.
• W2032854058 cites W1978638521 @default.
• W2032854058 cites W1982467745 @default.
• W2032854058 cites W1986216396 @default.
• W2032854058 cites W1997325267 @default.
• W2032854058 cites W2000744992 @default.
• W2032854058 cites W2001299832 @default.
• W2032854058 cites W2007709651 @default.
• W2032854058 cites W2011528765 @default.
• W2032854058 cites W2014832811 @default.
• W2032854058 cites W2016853567 @default.
• W2032854058 cites W2018369227 @default.
• W2032854058 cites W2021848398 @default.
• W2032854058 cites W2022286848 @default.
• W2032854058 cites W2022382669 @default.
• W2032854058 cites W2029288096 @default.
• W2032854058 cites W2034117271 @default.
• W2032854058 cites W2038421329 @default.
• W2032854058 cites W2042423879 @default.
• W2032854058 cites W2059246555 @default.
• W2032854058 cites W2066356327 @default.
• W2032854058 cites W2077445918 @default.
• W2032854058 cites W2084393353 @default.
• W2032854058 cites W2085785877 @default.
• W2032854058 cites W2111911787 @default.
• W2032854058 cites W2119148546 @default.
• W2032854058 cites W2135498455 @default.
• W2032854058 cites W2163595533 @default.
• W2032854058 cites W2170359862 @default.
• W2032854058 cites W2951021767 @default.
• W2032854058 cites W2951557137 @default.
• W2032854058 cites W2951662102 @default.
• W2032854058 cites W2952090207 @default.
• W2032854058 cites W411954668 @default.
• W2032854058 cites W4250157123 @default.
• W2032854058 doi "https://doi.org/10.1021/jo070785s" @default.
• W2032854058 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/2602880" @default.
• W2032854058 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/17567079" @default.
• W2032854058 hasPublicationYear "2007" @default.
• W2032854058 type Work @default.
• W2032854058 sameAs 2032854058 @default.
• W2032854058 citedByCount "62" @default.
• W2032854058 countsByYear W20328540582012 @default.
• W2032854058 countsByYear W20328540582013 @default.
• W2032854058 countsByYear W20328540582014 @default.
• W2032854058 countsByYear W20328540582015 @default.
• W2032854058 countsByYear W20328540582016 @default.
• W2032854058 countsByYear W20328540582017 @default.
• W2032854058 countsByYear W20328540582018 @default.
• W2032854058 countsByYear W20328540582019 @default.
• W2032854058 countsByYear W20328540582020 @default.
• W2032854058 countsByYear W20328540582021 @default.
• W2032854058 countsByYear W20328540582022 @default.
• W2032854058 countsByYear W20328540582023 @default.
• W2032854058 crossrefType "journal-article" @default.
• W2032854058 hasAuthorship W2032854058A5055212825 @default.
• W2032854058 hasAuthorship W2032854058A5066177154 @default.
• W2032854058 hasAuthorship W2032854058A5083917347 @default.
• W2032854058 hasBestOaLocation W20328540582 @default.
• W2032854058 hasConcept C134121241 @default.
• W2032854058 hasConcept C142724271 @default.
• W2032854058 hasConcept C155647269 @default.
• W2032854058 hasConcept C161790260 @default.
• W2032854058 hasConcept C178790620 @default.
• W2032854058 hasConcept C185592680 @default.
• W2032854058 hasConcept C191897082 @default.
• W2032854058 hasConcept C192562407 @default.
• W2032854058 hasConcept C204787440 @default.
• W2032854058 hasConcept C2776568683 @default.
• W2032854058 hasConcept C2776910235 @default.
• W2032854058 hasConcept C2779400197 @default.
• W2032854058 hasConcept C50027330 @default.
• W2032854058 hasConcept C502130503 @default.
• W2032854058 hasConcept C59759590 @default.
• W2032854058 hasConcept C61442700 @default.
• W2032854058 hasConcept C65973085 @default.
• W2032854058 hasConcept C71240020 @default.
• W2032854058 hasConcept C71924100 @default.
• W2032854058 hasConceptScore W2032854058C134121241 @default.
• W2032854058 hasConceptScore W2032854058C142724271 @default.
• W2032854058 hasConceptScore W2032854058C155647269 @default.

• next