In:
Angewandte Chemie, Wiley, Vol. 133, No. 3 ( 2021-01-18), p. 1580-1584
Abstract:
The first example of a BN‐doped cycloparaphenylene BN‐[10]CPP was synthesized and characterized. Its reactivity and photophysical properties were evaluated in direct comparison to its carbonaceous analogues Mes‐[10] CPP and [10]CPP. While the photophysical properties of BN‐[10] CPP remains similar to its carbonaceous analogues, the electronic structure changes associated with the introduction of a 1,2‐azaborine BN heterocycle into a CPP scaffold enables facile and selective late‐stage functionalizations that cannot be accomplished with carbonaceous CPPs. Specifically, Ir‐catalyzed hydrogenation of BN‐[10]CPP selectively reduces the BN heterocyclic ring, which upon hydrolysis produces a rare example of a macrocyclic paraphenylene 6 incorporating the versatile ketone functionality within the macrocyclic ring.
Type of Medium:
Online Resource
ISSN:
0044-8249
,
1521-3757
DOI:
10.1002/ange.202010556
Language:
English
Publisher:
Wiley
Publication Date:
2021
detail.hit.zdb_id:
505868-5
detail.hit.zdb_id:
506609-8
detail.hit.zdb_id:
514305-6
detail.hit.zdb_id:
505872-7
detail.hit.zdb_id:
1479266-7
detail.hit.zdb_id:
505867-3
detail.hit.zdb_id:
506259-7
Bookmarklink