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Saame, Jaan; Rodima, Toomas; Tshepelevitsh, Sofja; Kütt, Agnes; Kaljurand, Ivari; Haljasorg, Tõiv; Koppel, Ilmar A.; Leito, Ivo (2016). "Experimental
Basicities of Superbasic Phosphonium Ylides and Phosphazenes".
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Suzawa, Koichi; Ueno, Masahiro; Wheatley, Andrew E. H.; Kondo, Yoshinori (2006). "Phosphazene base-promoted functionalization of aryltrimethylsilanes".
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Phosphazene bases are established reagents in organic synthesis. Most notably, they have been used as catalysts in the synthesis of
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Schwesinger, Reinhard; Schlemper, Helmut (1987). "Peralkylated
Polyaminophosphazenes— Extremely Strong, Neutral Nitrogen Bases".
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415:, and their conjugate acids are inert cations that are unlikely to interact with other molecules through
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featuring phosphorus(V) with a double bond between P and N. One class of phosphazenes have the formula
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bases. Protonation takes place at a doubly bonded nitrogen atom. Related to phosphazene bases are the
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Superbases for
Organic Synthesis: Guanidines, Amidines, Phosphazenes and Related Organocatalysts
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is believed to be a highly reactive phosphazenium species with full negative charge on the
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411:. The advantages of using phosphazenes is that they are very strong bases in many
51:. Another class of compounds called phosphazenes are represented with the formula
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Organophosphorus compound with pentavalent phosphorus having P=N bonds
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polymer. Perhaps the best known phosphazene bases are BEMP (2-tert-
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Besides organic synthesis, phosphazene bases are used as basic
113:. This article focuses on those phosphazenes with the formula
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251:, are 42.7 and 44, respectively. These are the highest p
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may be too technical for most readers to understand
515:Angewandte Chemie International Edition in English
109:is also referred to as a phosphazene, where Ph =
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175:Learn how and when to remove this message
159:, without removing the technical details.
334:of 27.6 and the phosphorimidic triamide
96:Bis(triphenylphosphine)iminium chloride
37:. These phosphazenes are also known as
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190:are strong non-metallic non-ionic and
157:make it understandable to non-experts
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262:of charge-neutral molecular base.
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480:The Journal of Organic Chemistry
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82:hexachlorocyclotriphosphazene
385:Phosphazene Base application
355:after one of its inventors.
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24:organophosphorus compounds
313:ethylperhydro-1,3,2-diaza
194:bases. They are stronger
542:Chemical Communications
492:10.1021/acs.joc.6b00872
588:Non-nucleophilic bases
527:10.1002/anie.198711671
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351:= 42.7) also known as
434:Hexachlorophosphazene
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368:nucleophilic addition
583:Phosphorus compounds
317:hosphorine) with an
299:poly(phthalaldehyde)
22:refer to classes of
409:acid–base titration
358:In one application
578:Nitrogen compounds
429:Cyclodiphosphazane
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544:(46): 4850–4852.
486:(17): 7349–7361.
466:978-0-470-51800-7
460:Tsutomu Ishikawa
366:is employed in a
258:measured for the
188:Phosphazene bases
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128:Phosphazene bases
80:. One example is
39:iminophosphoranes
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353:Schwesinger base
309:thylamino-1,3-di
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229:−(H)N=P(−N=P(−NR
192:low-nucleophilic
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598:Phosphazenes
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521:(11): 1167.
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249:pyrrolidinyl
243:, where R =
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214:amine. The p
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111:phenyl group
70:alkoxy group
64:, where X =
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20:Phosphazenes
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391:nucleophile
389:The active
372:pivaldehyde
165:August 2022
47:. They are
593:Superbases
572:Categories
445:References
85:(−N=P(−Cl)
76:and other
49:superbases
115:R−N=P(−NR
53:(−N=P(−X)
28:R−N=P(−NR
558:17345750
500:27392255
423:See also
413:solvents
405:titrants
400:carbon.
376:alcohol
374:to the
330:of the
204:amidine
151:Please
103:P=N=PPh
99:[Ph
66:halogen
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221:'s of
395:arene
362:-Bu-P
339:-Bu-P
277:-Bu-P
200:amine
196:bases
74:amide
554:PMID
496:PMID
462:ISBN
292:BEMP
247:and
225:tert
41:and
546:doi
523:doi
488:doi
227:-Bu
202:or
155:to
107:]Cl
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484:81
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398:sp
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349:BH
344:(p
245:Me
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94:.
89:−)
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57:−)
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502:.
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364:4
360:t
346:K
341:4
337:t
327:a
324:K
322:p
315:P
311:M
307:E
303:B
279:4
275:t
256:a
253:K
241:]
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216:K
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117:2
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101:3
91:3
87:2
60:n
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34:3
32:)
30:2
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