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Title: Scalable synthesis of [8]cycloparaphenyleneacetylene carbon nanohoop using alkyne metathesis
Large scale synthesis of cycloparaphenyleneacetylenes has been challenging due to low macrocyclization yields and harsh aromatization methods that often decompose strained alkynes. Herein, a cis -stilbene-based building block is subjected to alkyne metathesis macrocylization. The following sequence of alkene-selective bromination and dehydrobromination afforded a [8]cycloparaphenyleneacetylene derivative in high yield with good scalability. X-Ray crystal structure and computational analysis revealed a unique same-rim conformation for the eight methyl groups on the nanohoop.  more » « less
Award ID(s):
1956302
PAR ID:
10343523
Author(s) / Creator(s):
; ; ; ; ; ;
Date Published:
Journal Name:
Chemical Communications
Volume:
57
Issue:
83
ISSN:
1359-7345
Page Range / eLocation ID:
10887 to 10890
Format(s):
Medium: X
Sponsoring Org:
National Science Foundation
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