The Gunners boss has handed starts to all of Ethan Nwaneri, Myles Lewis-Skelly, Joshua Nichols and 16-year-old goalkeeper Jack Porter, who become the first players born after the opening of the Emirates in 2006 to play in a competitive game at the stadium for Arsenal.
Porter has also set a club record as the youngest player to start a competitive match for the Gunners at just 16 years and 72 days, breaking the previous record held by a 16-year and 177-days old Cesc Fabregas in 2003.
The 2008-born shot-stopper starts thanks to his three seniors being unavailable, with David Raya and Tommy Setford both injured, while Bournemouth loanee Neto is cup-tied after representing the Cherries in the second round.
Arsenal confirmed on social media that Raya would miss the game due to a thigh problem, and Porter has been given the nod in goal over the slightly more experienced Alexei Rojas - 18 - who is on the bench.
Nwaneri joins Sterling in exciting Arsenal attack
Porter is one of three teenagers making their first starts at the back, as Lewis-Skelly starts on the left after his late cameo against Manchester City, while 18-year-old Nichols will make his debut at right-back.
Riccardo Calafiori has overcome a knock sustained at the Etihad to partner Jakub Kiwior in the centre of defence, while Jorginho and the ever-present Declan Rice offer some valuable experience in midfield.
Further forward, Nwaneri will seemingly operate in the number 10 position on his first start for the club, having already made history as the Premier League's youngest-ever player when he came off the bench against Brentford in September 2022.
The 17-year-old starts in between Bukayo Saka - who only lasted 45 minutes against Man City due to Leandro Trossard's sending-off - and Raheem Sterling, who is the fifth man to make his full Arsenal debut this evening.
Gabriel Jesus leads the line, while Kai Havertz, Thomas Partey, Gabriel Martinelli, Gabriel Magalhaes and William Saliba are all among the reserves, as are three more academy graduates in Ismeal Kabia, Ayden Heaven and Maldini Kacurri.
Arsenal starting lineup: Porter; Nichols, Kiwior, Calafiori, Lewis-Skelly; Rice, Jorginho; Saka, Nwaneri, Sterling; Jesus
Subs: Rojas, Saliba, Gabriel, Kacurri, Heaven, Havertz, Partey, Martinelli, Kabia
Bolton starting lineup: Southwood; Forino, Santos, Toal; Dacres-Cogley, Sheehan, Dempsey, Arfield, Williams; McAtee, Collins
Subs: Baxter, Johnston, Schon, Inwood, Matheson, Matete, Thomason, Adeboyejo, Charles