Syntheses of syn and anti doublebent [5]phenylene

Dennis T.Y. Bong; Eugene W.L. Chan; Rainer Diercks; Peter I. Dosa; Michael M. Haley; Adam J. Matzger; Ognjen Š Miljanić; K. Peter C. Vollhardt; Andrew D. Bond; Simon J. Teat; Amnon Stanger

doi:10.1021/ol049225v

Syntheses of syn and anti doublebent [5]phenylene

Dennis T.Y. Bong
, Eugene W.L. Chan
, Rainer Diercks
, Peter I. Dosa
, Michael M. Haley
, Adam J. Matzger
, Ognjen Š Miljanić
, K. Peter C. Vollhardt
, Andrew D. Bond
, Simon J. Teat
, Amnon Stanger

Research output: Contribution to journal › Article › peer-review

26 Scopus citations

Abstract

The parent and dipropyl-substituted anti (1a,b) and syn doublebent (2a,b) [5]phenylenes have been assembled by CpCo-catalyzed double cyclization of regiospecifically constructed appropriate hexaynes. ¹H NMR, NICS, and an X-ray structural analysis of 1a reflect the aromatizing effect of double angular fusion on the central ring of the linear [3]phenylene substructure.

Original language	English (US)
Pages (from-to)	2249-2252
Number of pages	4
Journal	Organic Letters
Volume	6
Issue number	13
DOIs	https://doi.org/10.1021/ol049225v
State	Published - Jun 24 2004
Externally published	Yes

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10.1021/ol049225v

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title = "Syntheses of syn and anti doublebent [5]phenylene",

abstract = "The parent and dipropyl-substituted anti (1a,b) and syn doublebent (2a,b) [5]phenylenes have been assembled by CpCo-catalyzed double cyclization of regiospecifically constructed appropriate hexaynes. 1H NMR, NICS, and an X-ray structural analysis of 1a reflect the aromatizing effect of double angular fusion on the central ring of the linear [3]phenylene substructure.",

author = "Bong, \{Dennis T.Y.\} and Chan, \{Eugene W.L.\} and Rainer Diercks and Dosa, \{Peter I.\} and Haley, \{Michael M.\} and Matzger, \{Adam J.\} and Miljani{\'c}, \{Ognjen {\v S}\} and Vollhardt, \{K. Peter C.\} and Bond, \{Andrew D.\} and Teat, \{Simon J.\} and Amnon Stanger",

year = "2004",

month = jun,

day = "24",

doi = "10.1021/ol049225v",

language = "English (US)",

volume = "6",

pages = "2249--2252",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "13",

}

TY - JOUR

T1 - Syntheses of syn and anti doublebent [5]phenylene

AU - Bong, Dennis T.Y.

AU - Chan, Eugene W.L.

AU - Diercks, Rainer

AU - Dosa, Peter I.

AU - Haley, Michael M.

AU - Matzger, Adam J.

AU - Miljanić, Ognjen Š

AU - Vollhardt, K. Peter C.

AU - Bond, Andrew D.

AU - Teat, Simon J.

AU - Stanger, Amnon

PY - 2004/6/24

Y1 - 2004/6/24

N2 - The parent and dipropyl-substituted anti (1a,b) and syn doublebent (2a,b) [5]phenylenes have been assembled by CpCo-catalyzed double cyclization of regiospecifically constructed appropriate hexaynes. 1H NMR, NICS, and an X-ray structural analysis of 1a reflect the aromatizing effect of double angular fusion on the central ring of the linear [3]phenylene substructure.

AB - The parent and dipropyl-substituted anti (1a,b) and syn doublebent (2a,b) [5]phenylenes have been assembled by CpCo-catalyzed double cyclization of regiospecifically constructed appropriate hexaynes. 1H NMR, NICS, and an X-ray structural analysis of 1a reflect the aromatizing effect of double angular fusion on the central ring of the linear [3]phenylene substructure.

UR - https://www.scopus.com/pages/publications/3142721246

UR - https://www.scopus.com/pages/publications/3142721246#tab=citedBy

U2 - 10.1021/ol049225v

DO - 10.1021/ol049225v

M3 - Article

AN - SCOPUS:3142721246

SN - 1523-7060

VL - 6

SP - 2249

EP - 2252

JO - Organic Letters

JF - Organic Letters

IS - 13

ER -

Syntheses of syn and anti doublebent [5]phenylene

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